diff --git a/compiler/fir/fir2ir/tests-gen/org/jetbrains/kotlin/test/runners/codegen/FirLightTreeSteppingTestGenerated.java b/compiler/fir/fir2ir/tests-gen/org/jetbrains/kotlin/test/runners/codegen/FirLightTreeSteppingTestGenerated.java
index ba61c8d7621..2d6ae691ab2 100644
--- a/compiler/fir/fir2ir/tests-gen/org/jetbrains/kotlin/test/runners/codegen/FirLightTreeSteppingTestGenerated.java
+++ b/compiler/fir/fir2ir/tests-gen/org/jetbrains/kotlin/test/runners/codegen/FirLightTreeSteppingTestGenerated.java
@@ -601,6 +601,48 @@ public class FirLightTreeSteppingTestGenerated extends AbstractFirLightTreeStepp
         runTest("compiler/testData/debug/stepping/whenExpr.kt");
     }
 
+    @Test
+    @TestMetadata("whenInConjunction.kt")
+    public void testWhenInConjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInConjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInDisjunction.kt")
+    public void testWhenInDisjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInDisjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInGeneralObjectComparison.kt")
+    public void testWhenInGeneralObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInGeneralObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNegation.kt")
+    public void testWhenInNegation() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNegation.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNullComparison.kt")
+    public void testWhenInNullComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNullComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInPrimitiveToObjectComparison.kt")
+    public void testWhenInPrimitiveToObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInPrimitiveToObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInZeroComparison.kt")
+    public void testWhenInZeroComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInZeroComparison.kt");
+    }
+
     @Test
     @TestMetadata("whenIsChecks.kt")
     public void testWhenIsChecks() throws Exception {
diff --git a/compiler/fir/fir2ir/tests-gen/org/jetbrains/kotlin/test/runners/codegen/FirPsiSteppingTestGenerated.java b/compiler/fir/fir2ir/tests-gen/org/jetbrains/kotlin/test/runners/codegen/FirPsiSteppingTestGenerated.java
index ddf501ae4dc..7c99979d575 100644
--- a/compiler/fir/fir2ir/tests-gen/org/jetbrains/kotlin/test/runners/codegen/FirPsiSteppingTestGenerated.java
+++ b/compiler/fir/fir2ir/tests-gen/org/jetbrains/kotlin/test/runners/codegen/FirPsiSteppingTestGenerated.java
@@ -601,6 +601,48 @@ public class FirPsiSteppingTestGenerated extends AbstractFirPsiSteppingTest {
         runTest("compiler/testData/debug/stepping/whenExpr.kt");
     }
 
+    @Test
+    @TestMetadata("whenInConjunction.kt")
+    public void testWhenInConjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInConjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInDisjunction.kt")
+    public void testWhenInDisjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInDisjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInGeneralObjectComparison.kt")
+    public void testWhenInGeneralObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInGeneralObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNegation.kt")
+    public void testWhenInNegation() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNegation.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNullComparison.kt")
+    public void testWhenInNullComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNullComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInPrimitiveToObjectComparison.kt")
+    public void testWhenInPrimitiveToObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInPrimitiveToObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInZeroComparison.kt")
+    public void testWhenInZeroComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInZeroComparison.kt");
+    }
+
     @Test
     @TestMetadata("whenIsChecks.kt")
     public void testWhenIsChecks() throws Exception {
diff --git a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/codegen/PromisedValue.kt b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/codegen/PromisedValue.kt
index 8b314aba104..915d4abb1a1 100644
--- a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/codegen/PromisedValue.kt
+++ b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/codegen/PromisedValue.kt
@@ -13,6 +13,7 @@ import org.jetbrains.kotlin.codegen.AsmUtil
 import org.jetbrains.kotlin.codegen.StackValue
 import org.jetbrains.kotlin.ir.declarations.IrTypeParameter
 import org.jetbrains.kotlin.ir.declarations.isSingleFieldValueClass
+import org.jetbrains.kotlin.ir.expressions.IrExpression
 import org.jetbrains.kotlin.ir.symbols.IrTypeParameterSymbol
 import org.jetbrains.kotlin.ir.types.*
 import org.jetbrains.kotlin.ir.util.isTypeParameter
@@ -110,6 +111,12 @@ abstract class BooleanValue(codegen: ExpressionCodegen) :
             StackValue.coerce(Type.BOOLEAN_TYPE, target, mv)
         }
     }
+
+    fun markLineNumber(expression: IrExpression) {
+        with(codegen) {
+            expression.markLineNumber(startOffset = true)
+        }
+    }
 }
 
 class BooleanConstant(codegen: ExpressionCodegen, val value: Boolean) : BooleanValue(codegen) {
diff --git a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/AndAnd.kt b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/AndAnd.kt
index 3bc23b662c5..c3c8a213801 100644
--- a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/AndAnd.kt
+++ b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/AndAnd.kt
@@ -12,25 +12,41 @@ import org.jetbrains.kotlin.ir.expressions.IrFunctionAccessExpression
 import org.jetbrains.org.objectweb.asm.Label
 
 object AndAnd : IntrinsicMethod() {
-    private class BooleanConjunction(val arg0: IrExpression, val arg1: IrExpression, codegen: ExpressionCodegen, val data: BlockInfo) :
-        BooleanValue(codegen) {
+    private class BooleanConjunction(
+        val left: IrExpression,
+        val right: IrExpression,
+        codegen: ExpressionCodegen,
+        val data: BlockInfo
+    ) : BooleanValue(codegen) {
 
         override fun jumpIfFalse(target: Label) {
-            arg0.accept(codegen, data).coerceToBoolean().jumpIfFalse(target)
-            arg1.accept(codegen, data).coerceToBoolean().jumpIfFalse(target)
+            val leftValue = left.accept(codegen, data).coerceToBoolean()
+            markLineNumber(left)
+            leftValue.jumpIfFalse(target)
+            val rightValue = right.accept(codegen, data).coerceToBoolean()
+            markLineNumber(right)
+            rightValue.jumpIfFalse(target)
         }
 
         override fun jumpIfTrue(target: Label) {
             val stayLabel = Label()
-            arg0.accept(codegen, data).coerceToBoolean().jumpIfFalse(stayLabel)
-            arg1.accept(codegen, data).coerceToBoolean().jumpIfTrue(target)
+            val leftValue = left.accept(codegen, data).coerceToBoolean()
+            markLineNumber(left)
+            leftValue.jumpIfFalse(stayLabel)
+            val rightValue = right.accept(codegen, data).coerceToBoolean()
+            markLineNumber(right)
+            rightValue.jumpIfTrue(target)
             mv.visitLabel(stayLabel)
         }
 
         override fun discard() {
             val end = Label()
-            arg0.accept(codegen, data).coerceToBoolean().jumpIfFalse(end)
-            arg1.accept(codegen, data).discard()
+            val leftValue = left.accept(codegen, data).coerceToBoolean()
+            markLineNumber(left)
+            leftValue.jumpIfFalse(end)
+            val rightValue = right.accept(codegen, data)
+            markLineNumber(right)
+            rightValue.discard()
             mv.visitLabel(end)
         }
     }
diff --git a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/CompareTo.kt b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/CompareTo.kt
index 56a9992b360..5afb77a2103 100644
--- a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/CompareTo.kt
+++ b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/CompareTo.kt
@@ -28,6 +28,7 @@ import org.jetbrains.kotlin.codegen.BranchedValue
 import org.jetbrains.kotlin.codegen.NumberCompare
 import org.jetbrains.kotlin.codegen.ObjectCompare
 import org.jetbrains.kotlin.config.LanguageFeature
+import org.jetbrains.kotlin.ir.expressions.IrExpression
 import org.jetbrains.kotlin.ir.expressions.IrFunctionAccessExpression
 import org.jetbrains.kotlin.lexer.KtSingleValueToken
 import org.jetbrains.kotlin.resolve.jvm.JvmPrimitiveType
@@ -67,27 +68,37 @@ object CompareTo : IntrinsicMethod() {
     }
 }
 
-class IntegerZeroComparison(val a: MaterialValue) : BooleanValue(a.codegen) {
+class IntegerZeroComparison(val nonZeroExpression: IrExpression, val a: MaterialValue) : BooleanValue(a.codegen) {
+
     override fun jumpIfFalse(target: Label) {
+        markLineNumber(nonZeroExpression)
         mv.visitJumpInsn(Opcodes.IFNE, target)
     }
 
     override fun jumpIfTrue(target: Label) {
+        markLineNumber(nonZeroExpression)
         mv.visitJumpInsn(Opcodes.IFEQ, target)
     }
 
     override fun discard() {
+        markLineNumber(nonZeroExpression)
         a.discard()
     }
 }
 
-class BooleanComparison(val op: IElementType, val a: MaterialValue, val b: MaterialValue) : BooleanValue(a.codegen) {
+class BooleanComparison(
+    val expression: IrFunctionAccessExpression,
+    val op: IElementType,
+    val a: MaterialValue,
+    val b: MaterialValue
+) : BooleanValue(a.codegen) {
     override fun jumpIfFalse(target: Label) {
         // TODO 1. get rid of the dependency; 2. take `b.type` into account.
         val opcode = if (a.type.sort == Type.OBJECT)
             ObjectCompare.getObjectCompareOpcode(op)
         else
             NumberCompare.patchOpcode(NumberCompare.getNumberCompareOpcode(op), mv, op, a.type)
+        markLineNumber(expression)
         mv.visitJumpInsn(opcode, target)
     }
 
@@ -96,17 +107,23 @@ class BooleanComparison(val op: IElementType, val a: MaterialValue, val b: Mater
             BranchedValue.negatedOperations[ObjectCompare.getObjectCompareOpcode(op)]!!
         else
             NumberCompare.patchOpcode(BranchedValue.negatedOperations[NumberCompare.getNumberCompareOpcode(op)]!!, mv, op, a.type)
+        markLineNumber(expression)
         mv.visitJumpInsn(opcode, target)
     }
 
     override fun discard() {
+        markLineNumber(expression)
         b.discard()
         a.discard()
     }
 }
 
-
-class NonIEEE754FloatComparison(op: IElementType, private val a: MaterialValue, private val b: MaterialValue) : BooleanValue(a.codegen) {
+class NonIEEE754FloatComparison(
+    private val expression: IrFunctionAccessExpression,
+    op: IElementType,
+    private val a: MaterialValue,
+    private val b: MaterialValue
+) : BooleanValue(a.codegen) {
     private val numberCompareOpcode = NumberCompare.getNumberCompareOpcode(op)
 
     private fun invokeStaticComparison(type: Type) {
@@ -118,22 +135,26 @@ class NonIEEE754FloatComparison(op: IElementType, private val a: MaterialValue,
     }
 
     override fun jumpIfFalse(target: Label) {
+        markLineNumber(expression)
         invokeStaticComparison(a.type)
         mv.visitJumpInsn(numberCompareOpcode, target)
     }
 
     override fun jumpIfTrue(target: Label) {
+        markLineNumber(expression)
         invokeStaticComparison(a.type)
         mv.visitJumpInsn(BranchedValue.negatedOperations[numberCompareOpcode]!!, target)
     }
 
     override fun discard() {
+        markLineNumber(expression)
         b.discard()
         a.discard()
     }
 }
 
 class PrimitiveToObjectComparison(
+    private val expression: IrFunctionAccessExpression,
     private val op: IElementType,
     private val leftIsPrimitive: Boolean,
     private val left: MaterialValue,
@@ -159,26 +180,31 @@ class PrimitiveToObjectComparison(
         mv.mark(compareLabel)
         // Type checking OK, can unbox and compare:
         return if (leftIsPrimitive) {
-            BooleanComparison(op, left, right.materializedAt(left.type, right.irType))
+            BooleanComparison(expression, op, left, right.materializedAt(left.type, right.irType))
         } else {
             val leftUnboxed = left.materializedAt(right.type, left.irType)
             mv.load(tmp, right.type)
             codegen.frameMap.leaveTemp(right.type)
-            BooleanComparison(op, leftUnboxed, right)
+            BooleanComparison(expression, op, leftUnboxed, right)
         }
     }
 
     override fun jumpIfFalse(target: Label) {
-        checkTypeAndCompare(target).jumpIfFalse(target)
+        markLineNumber(expression)
+        val comparison = checkTypeAndCompare(target)
+        comparison.jumpIfFalse(target)
     }
 
     override fun jumpIfTrue(target: Label) {
+        markLineNumber(expression)
         val wrongType = Label()
-        checkTypeAndCompare(wrongType).jumpIfTrue(target)
+        val comparison = checkTypeAndCompare(wrongType)
+        comparison.jumpIfTrue(target)
         mv.mark(wrongType)
     }
 
     override fun discard() {
+        markLineNumber(expression)
         right.discard()
         left.discard()
     }
@@ -200,9 +226,9 @@ class PrimitiveComparison(
                     && (left.isSmartcastFromHigherThanNullable(codegen.context) || right.isSmartcastFromHigherThanNullable(codegen.context))
 
         return if (useNonIEEE754Comparison) {
-            NonIEEE754FloatComparison(operatorToken, a, b)
+            NonIEEE754FloatComparison(expression, operatorToken, a, b)
         } else {
-            BooleanComparison(operatorToken, a, b)
+            BooleanComparison(expression, operatorToken, a, b)
         }
     }
 }
diff --git a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/Equals.kt b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/Equals.kt
index 138133bf859..d80d56b3534 100644
--- a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/Equals.kt
+++ b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/Equals.kt
@@ -57,10 +57,21 @@ class ExplicitEquals : IntrinsicMethod() {
 
 class Equals(val operator: IElementType) : IntrinsicMethod() {
 
-    private class BooleanNullCheck(val value: PromisedValue) : BooleanValue(value.codegen) {
-        override fun jumpIfFalse(target: Label) = value.materialize().also { mv.ifnonnull(target) }
-        override fun jumpIfTrue(target: Label) = value.materialize().also { mv.ifnull(target) }
+    private class BooleanNullCheck(val expression: IrFunctionAccessExpression, val value: PromisedValue) : BooleanValue(value.codegen) {
+        override fun jumpIfFalse(target: Label) {
+            value.materialize()
+            markLineNumber(expression)
+            mv.ifnonnull(target)
+        }
+
+        override fun jumpIfTrue(target: Label) {
+            value.materialize()
+            markLineNumber(expression)
+            mv.ifnull(target)
+        }
+
         override fun discard() {
+            markLineNumber(expression)
             value.discard()
         }
     }
@@ -71,7 +82,7 @@ class Equals(val operator: IElementType) : IntrinsicMethod() {
             val irValue = if (a.isNullConst()) b else a
             val value = irValue.accept(codegen, data)
             return if (!isPrimitive(value.type) && (irValue.type.classOrNull?.owner?.isSingleFieldValueClass != true || irValue.type.isNullable()))
-                BooleanNullCheck(value)
+                BooleanNullCheck(expression, value)
             else {
                 value.discard()
                 BooleanConstant(codegen, false)
@@ -80,7 +91,7 @@ class Equals(val operator: IElementType) : IntrinsicMethod() {
 
         val leftType = codegen.typeMapper.mapTypeAsDeclaration(a.type)
         if (expression.origin == IrStatementOrigin.EQEQEQ || expression.origin == IrStatementOrigin.EXCLEQEQ) {
-            return referenceEquals(a, b, leftType, codegen, data)
+            return referenceEquals(expression, a, b, leftType, codegen, data)
         }
 
         val rightType = codegen.typeMapper.mapTypeAsDeclaration(b.type)
@@ -93,7 +104,7 @@ class Equals(val operator: IElementType) : IntrinsicMethod() {
         ) {
             val aValue = a.accept(codegen, data).materializedAt(leftType, a.type)
             val bValue = b.accept(codegen, data).materializedAt(rightType, b.type)
-            return PrimitiveToObjectComparison(operator, AsmUtil.isIntOrLongPrimitive(leftType), aValue, bValue)
+            return PrimitiveToObjectComparison(expression, operator, AsmUtil.isIntOrLongPrimitive(leftType), aValue, bValue)
         }
 
         if (isPrimitive(leftType) && leftType == rightType) {
@@ -101,26 +112,29 @@ class Equals(val operator: IElementType) : IntrinsicMethod() {
             return if (leftType == Type.FLOAT_TYPE || leftType == Type.DOUBLE_TYPE) {
                 val aValue = a.accept(codegen, data).materializedAt(leftType, a.type)
                 val bValue = b.accept(codegen, data).materializedAt(rightType, b.type)
-                return NonIEEE754FloatComparison(operator, aValue, bValue)
+                return NonIEEE754FloatComparison(expression, operator, aValue, bValue)
             } else {
-                referenceEquals(a, b, leftType, codegen, data)
+                referenceEquals(expression, a, b, leftType, codegen, data)
             }
         }
 
         // We can use reference equality for enums, otherwise we fall back to boxed equality.
         return when {
             a.isEnumValue || b.isEnumValue ->
-                referenceEquals(a, b, leftType, codegen, data)
+                referenceEquals(expression, a, b, leftType, codegen, data)
 
             a.isClassValue && b.isClassValue -> {
                 val leftValue = codegen.generateClassLiteralReference(a, wrapIntoKClass = false, wrapPrimitives = true, data = data)
                 val rightValue = codegen.generateClassLiteralReference(b, wrapIntoKClass = false, wrapPrimitives = true, data = data)
-                BooleanComparison(operator, leftValue, rightValue)
+                BooleanComparison(expression, operator, leftValue, rightValue)
             }
 
             else -> {
                 a.accept(codegen, data).materializeAt(AsmTypes.OBJECT_TYPE, codegen.context.irBuiltIns.anyNType)
                 b.accept(codegen, data).materializeAt(AsmTypes.OBJECT_TYPE, codegen.context.irBuiltIns.anyNType)
+                with(codegen) {
+                    expression.markLineNumber(startOffset = true)
+                }
                 genAreEqualCall(codegen.mv)
                 MaterialValue(codegen, Type.BOOLEAN_TYPE, codegen.context.irBuiltIns.booleanType)
             }
@@ -128,6 +142,7 @@ class Equals(val operator: IElementType) : IntrinsicMethod() {
     }
 
     private fun referenceEquals(
+        expression: IrFunctionAccessExpression,
         left: IrExpression,
         right: IrExpression,
         leftType: Type,
@@ -137,11 +152,11 @@ class Equals(val operator: IElementType) : IntrinsicMethod() {
         val operandType = if (!isPrimitive(leftType)) AsmTypes.OBJECT_TYPE else leftType
         return if (operandType == Type.INT_TYPE && (left.isIntegerConst(0) || right.isIntegerConst(0))) {
             val nonZero = if (left.isIntegerConst(0)) right else left
-            IntegerZeroComparison(nonZero.accept(codegen, data).materializedAt(operandType, nonZero.type))
+            IntegerZeroComparison(expression, nonZero.accept(codegen, data).materializedAt(operandType, nonZero.type))
         } else {
             val leftValue = left.accept(codegen, data).materializedAt(operandType, left.type)
             val rightValue = right.accept(codegen, data).materializedAt(operandType, right.type)
-            BooleanComparison(operator, leftValue, rightValue)
+            BooleanComparison(expression, operator, leftValue, rightValue)
         }
     }
 
diff --git a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/Not.kt b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/Not.kt
index 49a316fccda..b2db2c86b89 100644
--- a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/Not.kt
+++ b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/Not.kt
@@ -22,16 +22,26 @@ import org.jetbrains.kotlin.backend.jvm.codegen.ExpressionCodegen
 import org.jetbrains.kotlin.backend.jvm.codegen.coerceToBoolean
 import org.jetbrains.kotlin.ir.expressions.IrFunctionAccessExpression
 import org.jetbrains.org.objectweb.asm.Label
+import kotlin.math.exp
 
 object Not : IntrinsicMethod() {
-    class BooleanNegation(val value: BooleanValue) : BooleanValue(value.codegen) {
-        override fun jumpIfFalse(target: Label) = value.jumpIfTrue(target)
-        override fun jumpIfTrue(target: Label) = value.jumpIfFalse(target)
+    class BooleanNegation(val expression: IrFunctionAccessExpression, val value: BooleanValue) : BooleanValue(value.codegen) {
+        override fun jumpIfFalse(target: Label) {
+            markLineNumber(expression)
+            value.jumpIfTrue(target)
+        }
+
+        override fun jumpIfTrue(target: Label) {
+            markLineNumber(expression)
+            value.jumpIfFalse(target)
+        }
+
         override fun discard() {
+            markLineNumber(expression)
             value.discard()
         }
     }
 
     override fun invoke(expression: IrFunctionAccessExpression, codegen: ExpressionCodegen, data: BlockInfo) =
-        BooleanNegation(expression.dispatchReceiver!!.accept(codegen, data).coerceToBoolean())
+        BooleanNegation(expression, expression.dispatchReceiver!!.accept(codegen, data).coerceToBoolean())
 }
diff --git a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/OrOr.kt b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/OrOr.kt
index 548f02860ae..2dd2fb72547 100644
--- a/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/OrOr.kt
+++ b/compiler/ir/backend.jvm/codegen/src/org/jetbrains/kotlin/backend/jvm/intrinsics/OrOr.kt
@@ -14,25 +14,37 @@ import org.jetbrains.org.objectweb.asm.Label
 object OrOr : IntrinsicMethod() {
 
     private class BooleanDisjunction(
-        val arg0: IrExpression, val arg1: IrExpression, codegen: ExpressionCodegen, val data: BlockInfo
+        val left: IrExpression, val right: IrExpression, codegen: ExpressionCodegen, val data: BlockInfo
     ) : BooleanValue(codegen) {
 
         override fun jumpIfFalse(target: Label) {
             val stayLabel = Label()
-            arg0.accept(codegen, data).coerceToBoolean().jumpIfTrue(stayLabel)
-            arg1.accept(codegen, data).coerceToBoolean().jumpIfFalse(target)
+            val leftValue = left.accept(codegen, data).coerceToBoolean()
+            markLineNumber(left)
+            leftValue.jumpIfTrue(stayLabel)
+            val rightValue = right.accept(codegen, data).coerceToBoolean()
+            markLineNumber(right)
+            rightValue.jumpIfFalse(target)
             mv.visitLabel(stayLabel)
         }
 
         override fun jumpIfTrue(target: Label) {
-            arg0.accept(codegen, data).coerceToBoolean().jumpIfTrue(target)
-            arg1.accept(codegen, data).coerceToBoolean().jumpIfTrue(target)
+            val leftValue = left.accept(codegen, data).coerceToBoolean()
+            markLineNumber(left)
+            leftValue.jumpIfTrue(target)
+            val rightValue = right.accept(codegen, data).coerceToBoolean()
+            markLineNumber(right)
+            rightValue.jumpIfTrue(target)
         }
 
         override fun discard() {
             val end = Label()
-            arg0.accept(codegen, data).coerceToBoolean().jumpIfTrue(end)
-            arg1.accept(codegen, data).discard()
+            val leftValue = left.accept(codegen, data).coerceToBoolean()
+            markLineNumber(left)
+            leftValue.jumpIfTrue(end)
+            val rightValue = right.accept(codegen, data)
+            markLineNumber(right)
+            rightValue.discard()
             mv.visitLabel(end)
         }
     }
diff --git a/compiler/testData/debug/stepping/if.kt b/compiler/testData/debug/stepping/if.kt
index 8583007d9e2..2fa63b3cc63 100644
--- a/compiler/testData/debug/stepping/if.kt
+++ b/compiler/testData/debug/stepping/if.kt
@@ -20,7 +20,7 @@ inline fun getB(): Int {
 // test.kt:15 box
 // test.kt:7 box
 // test.kt:12 getA
-// test.kt:7 box
+// test.kt:6 box
 // test.kt:9 box
 // test.kt:15 box
 // test.kt:9 box
diff --git a/compiler/testData/debug/stepping/whenInConjunction.kt b/compiler/testData/debug/stepping/whenInConjunction.kt
new file mode 100644
index 00000000000..f08e2cb4438
--- /dev/null
+++ b/compiler/testData/debug/stepping/whenInConjunction.kt
@@ -0,0 +1,43 @@
+// IGNORE_BACKEND: WASM
+// FILE: test.kt
+
+fun foo(n: Number) {
+    if (n.toInt() > 1 && when (n) {
+            is Float -> true
+            else -> false
+        }) {
+    }
+    if (when (n) {
+            is Float -> true
+            else -> false
+        } && n.toInt() > 1) {
+    }
+}
+
+fun box() {
+    foo(2.0f)
+}
+
+// EXPECTATIONS JVM_IR
+// test.kt:18 box
+// test.kt:5 foo
+// test.kt:6 foo
+// test.kt:5 foo
+// test.kt:10 foo
+// test.kt:11 foo
+// test.kt:10 foo
+// test.kt:13 foo
+// test.kt:15 foo
+// test.kt:19 box
+
+// EXPECTATIONS JS_IR
+// test.kt:18 box
+// test.kt:5 foo
+// test.kt:6 foo
+// test.kt:6 foo
+// test.kt:11 foo
+// test.kt:11 foo
+// test.kt:10 foo
+// test.kt:13 foo
+// test.kt:15 foo
+// test.kt:19 box
diff --git a/compiler/testData/debug/stepping/whenInDisjunction.kt b/compiler/testData/debug/stepping/whenInDisjunction.kt
new file mode 100644
index 00000000000..84a791141ed
--- /dev/null
+++ b/compiler/testData/debug/stepping/whenInDisjunction.kt
@@ -0,0 +1,43 @@
+// IGNORE_BACKEND: WASM
+// FILE: test.kt
+
+fun foo(n: Number) {
+    if (n.toInt() < 1 || when (n) {
+            is Float -> false
+            else -> true
+        }) {
+    }
+    if (when (n) {
+            is Float -> false
+            else -> true
+        } || n.toInt() > 1) {
+    }
+}
+
+fun box() {
+    foo(2.0f)
+}
+
+// EXPECTATIONS JVM_IR
+// test.kt:18 box
+// test.kt:5 foo
+// test.kt:6 foo
+// test.kt:5 foo
+// test.kt:10 foo
+// test.kt:11 foo
+// test.kt:10 foo
+// test.kt:13 foo
+// test.kt:15 foo
+// test.kt:19 box
+
+// EXPECTATIONS JS_IR
+// test.kt:18 box
+// test.kt:5 foo
+// test.kt:6 foo
+// test.kt:6 foo
+// test.kt:11 foo
+// test.kt:11 foo
+// test.kt:10 foo
+// test.kt:13 foo
+// test.kt:15 foo
+// test.kt:19 box
diff --git a/compiler/testData/debug/stepping/whenInGeneralObjectComparison.kt b/compiler/testData/debug/stepping/whenInGeneralObjectComparison.kt
new file mode 100644
index 00000000000..26c0ed011c8
--- /dev/null
+++ b/compiler/testData/debug/stepping/whenInGeneralObjectComparison.kt
@@ -0,0 +1,65 @@
+// IGNORE_BACKEND: WASM
+// FILE: test.kt
+
+fun foo(n: Any, other: Any) {
+    if (other == when (n) {
+            is Int -> n
+            else -> 1.0f
+        }) {
+    }
+    if (when (n) {
+            is Int -> n
+            else -> 1.0f
+        } == other) {
+    }
+    if (other != when (n) {
+            is Int -> n
+            else -> 1.0f
+        }) {
+    }
+    if (when (n) {
+            is Int -> n
+            else -> 1.0f
+        } != other) {
+    }
+}
+
+fun box() {
+    foo(2, Any())
+}
+
+// EXPECTATIONS JVM_IR
+// test.kt:28 box
+// test.kt:5 foo
+// test.kt:6 foo
+// test.kt:5 foo
+// test.kt:10 foo
+// test.kt:11 foo
+// test.kt:13 foo
+// test.kt:10 foo
+// test.kt:15 foo
+// test.kt:16 foo
+// test.kt:15 foo
+// test.kt:20 foo
+// test.kt:21 foo
+// test.kt:23 foo
+// test.kt:20 foo
+// test.kt:25 foo
+// test.kt:29 box
+
+// EXPECTATIONS JS_IR
+// test.kt:28 box
+// test.kt:6 foo
+// test.kt:6 foo
+// test.kt:5 foo
+// test.kt:11 foo
+// test.kt:11 foo
+// test.kt:10 foo
+// test.kt:16 foo
+// test.kt:16 foo
+// test.kt:15 foo
+// test.kt:21 foo
+// test.kt:21 foo
+// test.kt:20 foo
+// test.kt:25 foo
+// test.kt:29 box
diff --git a/compiler/testData/debug/stepping/whenInNegation.kt b/compiler/testData/debug/stepping/whenInNegation.kt
new file mode 100644
index 00000000000..29099f2cfed
--- /dev/null
+++ b/compiler/testData/debug/stepping/whenInNegation.kt
@@ -0,0 +1,29 @@
+// IGNORE_BACKEND: WASM
+// FILE: test.kt
+
+fun foo(n: Number) {
+    if (!when (n) {
+            is Float -> false
+            else -> true
+        }) {
+    }
+}
+
+fun box() {
+    foo(2.0f)
+}
+
+// EXPECTATIONS JVM_IR
+// test.kt:13 box
+// test.kt:5 foo
+// test.kt:6 foo
+// test.kt:5 foo
+// test.kt:10 foo
+// test.kt:14 box
+
+// EXPECTATIONS JS_IR
+// test.kt:13 box
+// test.kt:6 foo
+// test.kt:6 foo
+// test.kt:10 foo
+// test.kt:14 box
diff --git a/compiler/testData/debug/stepping/whenInNullComparison.kt b/compiler/testData/debug/stepping/whenInNullComparison.kt
new file mode 100644
index 00000000000..fa4050fc76a
--- /dev/null
+++ b/compiler/testData/debug/stepping/whenInNullComparison.kt
@@ -0,0 +1,39 @@
+// IGNORE_BACKEND: WASM
+// FILE: test.kt
+
+fun foo(n: Number) {
+    if (when (n) {
+            is Float -> null
+            else -> 32
+        } == null) {
+    }
+    if (when (n) {
+            is Float -> null
+            else -> 32
+        } != null) {
+    }
+}
+
+fun box() {
+    foo(2.0f)
+}
+
+// EXPECTATIONS JVM_IR
+// test.kt:18 box
+// test.kt:5 foo
+// test.kt:6 foo
+// test.kt:5 foo
+// test.kt:10 foo
+// test.kt:11 foo
+// test.kt:10 foo
+// test.kt:15 foo
+// test.kt:19 box
+
+// EXPECTATIONS JS_IR
+// test.kt:18 box
+// test.kt:6 foo
+// test.kt:6 foo
+// test.kt:11 foo
+// test.kt:11 foo
+// test.kt:15 foo
+// test.kt:19 box
diff --git a/compiler/testData/debug/stepping/whenInPrimitiveToObjectComparison.kt b/compiler/testData/debug/stepping/whenInPrimitiveToObjectComparison.kt
new file mode 100644
index 00000000000..58fac447a5d
--- /dev/null
+++ b/compiler/testData/debug/stepping/whenInPrimitiveToObjectComparison.kt
@@ -0,0 +1,41 @@
+// IGNORE_BACKEND: WASM
+// FILE: test.kt
+
+fun foo(n: Any) {
+    if (1 == when (n) {
+            is Int -> n
+            else -> 1.0f
+        }) {
+    }
+    if (1 != when (n) {
+            is Int -> n
+            else -> 1.0f
+        }) {
+    }
+}
+
+fun box() {
+    foo(2)
+}
+
+// EXPECTATIONS JVM_IR
+// test.kt:18 box
+// test.kt:5 foo
+// test.kt:6 foo
+// test.kt:5 foo
+// test.kt:10 foo
+// test.kt:11 foo
+// test.kt:10 foo
+// test.kt:15 foo
+// test.kt:19 box
+
+// EXPECTATIONS JS_IR
+// test.kt:18 box
+// test.kt:6 foo
+// test.kt:6 foo
+// test.kt:5 foo
+// test.kt:11 foo
+// test.kt:11 foo
+// test.kt:10 foo
+// test.kt:15 foo
+// test.kt:19 box
diff --git a/compiler/testData/debug/stepping/whenInZeroComparison.kt b/compiler/testData/debug/stepping/whenInZeroComparison.kt
new file mode 100644
index 00000000000..fd41b05880a
--- /dev/null
+++ b/compiler/testData/debug/stepping/whenInZeroComparison.kt
@@ -0,0 +1,29 @@
+// IGNORE_BACKEND: WASM
+// FILE: test.kt
+
+fun foo(n: Number) {
+    if (when (n) {
+            is Float -> 1
+            else -> 0
+        } == 0) {
+    }
+}
+
+fun box() {
+    foo(2.0f)
+}
+
+// EXPECTATIONS JVM_IR
+// test.kt:13 box
+// test.kt:5 foo
+// test.kt:6 foo
+// test.kt:5 foo
+// test.kt:10 foo
+// test.kt:14 box
+
+// EXPECTATIONS JS_IR
+// test.kt:13 box
+// test.kt:6 foo
+// test.kt:6 foo
+// test.kt:10 foo
+// test.kt:14 box
diff --git a/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/codegen/IrSteppingWithBytecodeInlinerTestGenerated.java b/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/codegen/IrSteppingWithBytecodeInlinerTestGenerated.java
index a69ab2012f9..1d153f08589 100644
--- a/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/codegen/IrSteppingWithBytecodeInlinerTestGenerated.java
+++ b/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/codegen/IrSteppingWithBytecodeInlinerTestGenerated.java
@@ -601,6 +601,48 @@ public class IrSteppingWithBytecodeInlinerTestGenerated extends AbstractIrSteppi
         runTest("compiler/testData/debug/stepping/whenExpr.kt");
     }
 
+    @Test
+    @TestMetadata("whenInConjunction.kt")
+    public void testWhenInConjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInConjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInDisjunction.kt")
+    public void testWhenInDisjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInDisjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInGeneralObjectComparison.kt")
+    public void testWhenInGeneralObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInGeneralObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNegation.kt")
+    public void testWhenInNegation() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNegation.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNullComparison.kt")
+    public void testWhenInNullComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNullComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInPrimitiveToObjectComparison.kt")
+    public void testWhenInPrimitiveToObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInPrimitiveToObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInZeroComparison.kt")
+    public void testWhenInZeroComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInZeroComparison.kt");
+    }
+
     @Test
     @TestMetadata("whenIsChecks.kt")
     public void testWhenIsChecks() throws Exception {
diff --git a/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/codegen/IrSteppingWithIrInlinerTestGenerated.java b/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/codegen/IrSteppingWithIrInlinerTestGenerated.java
index 93139bdb342..9dbbae82cff 100644
--- a/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/codegen/IrSteppingWithIrInlinerTestGenerated.java
+++ b/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/codegen/IrSteppingWithIrInlinerTestGenerated.java
@@ -601,6 +601,48 @@ public class IrSteppingWithIrInlinerTestGenerated extends AbstractIrSteppingWith
         runTest("compiler/testData/debug/stepping/whenExpr.kt");
     }
 
+    @Test
+    @TestMetadata("whenInConjunction.kt")
+    public void testWhenInConjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInConjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInDisjunction.kt")
+    public void testWhenInDisjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInDisjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInGeneralObjectComparison.kt")
+    public void testWhenInGeneralObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInGeneralObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNegation.kt")
+    public void testWhenInNegation() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNegation.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNullComparison.kt")
+    public void testWhenInNullComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNullComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInPrimitiveToObjectComparison.kt")
+    public void testWhenInPrimitiveToObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInPrimitiveToObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInZeroComparison.kt")
+    public void testWhenInZeroComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInZeroComparison.kt");
+    }
+
     @Test
     @TestMetadata("whenIsChecks.kt")
     public void testWhenIsChecks() throws Exception {
diff --git a/js/js.tests/tests-gen/org/jetbrains/kotlin/js/test/ir/IrJsSteppingTestGenerated.java b/js/js.tests/tests-gen/org/jetbrains/kotlin/js/test/ir/IrJsSteppingTestGenerated.java
index 06830f30d84..7c0df4700bc 100644
--- a/js/js.tests/tests-gen/org/jetbrains/kotlin/js/test/ir/IrJsSteppingTestGenerated.java
+++ b/js/js.tests/tests-gen/org/jetbrains/kotlin/js/test/ir/IrJsSteppingTestGenerated.java
@@ -595,6 +595,48 @@ public class IrJsSteppingTestGenerated extends AbstractIrJsSteppingTest {
         runTest("compiler/testData/debug/stepping/whenExpr.kt");
     }
 
+    @Test
+    @TestMetadata("whenInConjunction.kt")
+    public void testWhenInConjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInConjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInDisjunction.kt")
+    public void testWhenInDisjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInDisjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInGeneralObjectComparison.kt")
+    public void testWhenInGeneralObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInGeneralObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNegation.kt")
+    public void testWhenInNegation() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNegation.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNullComparison.kt")
+    public void testWhenInNullComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNullComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInPrimitiveToObjectComparison.kt")
+    public void testWhenInPrimitiveToObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInPrimitiveToObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInZeroComparison.kt")
+    public void testWhenInZeroComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInZeroComparison.kt");
+    }
+
     @Test
     @TestMetadata("whenIsChecks.kt")
     public void testWhenIsChecks() throws Exception {
diff --git a/plugins/kotlinx-serialization/testData/codegen/Basic.asm.fir.txt b/plugins/kotlinx-serialization/testData/codegen/Basic.asm.fir.txt
index 93604f034c2..cf3e680eb2b 100644
--- a/plugins/kotlinx-serialization/testData/codegen/Basic.asm.fir.txt
+++ b/plugins/kotlinx-serialization/testData/codegen/Basic.asm.fir.txt
@@ -643,16 +643,16 @@ public final class OptionalUser : java/lang/Object {
           LDC ()
           LDC ()
           INVOKESPECIAL (User, <init>, (Ljava/lang/String;Ljava/lang/String;)V)
+        LABEL (L4)
+        LINENUMBER (9)
           INVOKESTATIC (kotlin/jvm/internal/Intrinsics, areEqual, (Ljava/lang/Object;Ljava/lang/Object;)Z)
-          IFNE (L4)
+          IFNE (L5)
           ICONST_1
           GOTO (L2)
-        LABEL (L4)
+        LABEL (L5)
           ICONST_0
         LABEL (L2)
-          IFEQ (L5)
-        LABEL (L6)
-        LINENUMBER (9)
+          IFEQ (L6)
           ALOAD (1)
           ALOAD (2)
           ICONST_0
@@ -661,7 +661,7 @@ public final class OptionalUser : java/lang/Object {
           ALOAD (0)
           GETFIELD (OptionalUser, user, LUser;)
           INVOKEINTERFACE (kotlinx/serialization/encoding/CompositeEncoder, encodeSerializableElement, (Lkotlinx/serialization/descriptors/SerialDescriptor;ILkotlinx/serialization/SerializationStrategy;Ljava/lang/Object;)V)
-        LABEL (L5)
+        LABEL (L6)
           RETURN
         LABEL (L7)
     }
diff --git a/plugins/kotlinx-serialization/testData/codegen/Basic.asm.ir.txt b/plugins/kotlinx-serialization/testData/codegen/Basic.asm.ir.txt
index ad4401ed9d8..73a91dd5324 100644
--- a/plugins/kotlinx-serialization/testData/codegen/Basic.asm.ir.txt
+++ b/plugins/kotlinx-serialization/testData/codegen/Basic.asm.ir.txt
@@ -681,16 +681,16 @@ public final class OptionalUser : java/lang/Object {
           LDC ()
           LDC ()
           INVOKESPECIAL (User, <init>, (Ljava/lang/String;Ljava/lang/String;)V)
+        LABEL (L4)
+        LINENUMBER (9)
           INVOKESTATIC (kotlin/jvm/internal/Intrinsics, areEqual, (Ljava/lang/Object;Ljava/lang/Object;)Z)
-          IFNE (L4)
+          IFNE (L5)
           ICONST_1
           GOTO (L2)
-        LABEL (L4)
+        LABEL (L5)
           ICONST_0
         LABEL (L2)
-          IFEQ (L5)
-        LABEL (L6)
-        LINENUMBER (9)
+          IFEQ (L6)
           ALOAD (1)
           ALOAD (2)
           ICONST_0
@@ -699,7 +699,7 @@ public final class OptionalUser : java/lang/Object {
           ALOAD (0)
           GETFIELD (OptionalUser, user, LUser;)
           INVOKEINTERFACE (kotlinx/serialization/encoding/CompositeEncoder, encodeSerializableElement, (Lkotlinx/serialization/descriptors/SerialDescriptor;ILkotlinx/serialization/SerializationStrategy;Ljava/lang/Object;)V)
-        LABEL (L5)
+        LABEL (L6)
           RETURN
         LABEL (L7)
     }
diff --git a/wasm/wasm.tests/tests-gen/org/jetbrains/kotlin/wasm/test/FirWasmSteppingTestGenerated.java b/wasm/wasm.tests/tests-gen/org/jetbrains/kotlin/wasm/test/FirWasmSteppingTestGenerated.java
index 28cc520ec54..e8d25ec96b9 100644
--- a/wasm/wasm.tests/tests-gen/org/jetbrains/kotlin/wasm/test/FirWasmSteppingTestGenerated.java
+++ b/wasm/wasm.tests/tests-gen/org/jetbrains/kotlin/wasm/test/FirWasmSteppingTestGenerated.java
@@ -595,6 +595,48 @@ public class FirWasmSteppingTestGenerated extends AbstractFirWasmSteppingTest {
         runTest("compiler/testData/debug/stepping/whenExpr.kt");
     }
 
+    @Test
+    @TestMetadata("whenInConjunction.kt")
+    public void testWhenInConjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInConjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInDisjunction.kt")
+    public void testWhenInDisjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInDisjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInGeneralObjectComparison.kt")
+    public void testWhenInGeneralObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInGeneralObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNegation.kt")
+    public void testWhenInNegation() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNegation.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNullComparison.kt")
+    public void testWhenInNullComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNullComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInPrimitiveToObjectComparison.kt")
+    public void testWhenInPrimitiveToObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInPrimitiveToObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInZeroComparison.kt")
+    public void testWhenInZeroComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInZeroComparison.kt");
+    }
+
     @Test
     @TestMetadata("whenIsChecks.kt")
     public void testWhenIsChecks() throws Exception {
diff --git a/wasm/wasm.tests/tests-gen/org/jetbrains/kotlin/wasm/test/K1WasmSteppingTestGenerated.java b/wasm/wasm.tests/tests-gen/org/jetbrains/kotlin/wasm/test/K1WasmSteppingTestGenerated.java
index 7708a889533..f4c8e5f958a 100644
--- a/wasm/wasm.tests/tests-gen/org/jetbrains/kotlin/wasm/test/K1WasmSteppingTestGenerated.java
+++ b/wasm/wasm.tests/tests-gen/org/jetbrains/kotlin/wasm/test/K1WasmSteppingTestGenerated.java
@@ -595,6 +595,48 @@ public class K1WasmSteppingTestGenerated extends AbstractK1WasmSteppingTest {
         runTest("compiler/testData/debug/stepping/whenExpr.kt");
     }
 
+    @Test
+    @TestMetadata("whenInConjunction.kt")
+    public void testWhenInConjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInConjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInDisjunction.kt")
+    public void testWhenInDisjunction() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInDisjunction.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInGeneralObjectComparison.kt")
+    public void testWhenInGeneralObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInGeneralObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNegation.kt")
+    public void testWhenInNegation() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNegation.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInNullComparison.kt")
+    public void testWhenInNullComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInNullComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInPrimitiveToObjectComparison.kt")
+    public void testWhenInPrimitiveToObjectComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInPrimitiveToObjectComparison.kt");
+    }
+
+    @Test
+    @TestMetadata("whenInZeroComparison.kt")
+    public void testWhenInZeroComparison() throws Exception {
+        runTest("compiler/testData/debug/stepping/whenInZeroComparison.kt");
+    }
+
     @Test
     @TestMetadata("whenIsChecks.kt")
     public void testWhenIsChecks() throws Exception {