diff --git a/compiler/src/dotty/tools/dotc/ast/TreeTypeMap.scala b/compiler/src/dotty/tools/dotc/ast/TreeTypeMap.scala
index 6bbf253d3b80..a3c1484d4e62 100644
--- a/compiler/src/dotty/tools/dotc/ast/TreeTypeMap.scala
+++ b/compiler/src/dotty/tools/dotc/ast/TreeTypeMap.scala
@@ -4,7 +4,7 @@ package ast
 
 import core._
 import Types._, Contexts._
-import Symbols._, Annotations._, Trees._, Symbols._
+import Symbols._, Annotations._, Trees._, Symbols._, Constants.Constant
 import Decorators._
 import dotty.tools.dotc.transform.SymUtils._
 import core.tasty.TreePickler.Hole
@@ -124,6 +124,8 @@ class TreeTypeMap(
           cpy.Labeled(labeled)(bind1, expr1)
         case Hole(isTermHole, n, args) =>
           Hole(isTermHole, n, args.mapConserve(transform)).withSpan(tree.span).withType(mapType(tree.tpe))
+        case lit @ Literal(Constant(tpe: Type)) =>
+          cpy.Literal(lit)(Constant(mapType(tpe)))
         case tree1 =>
           super.transform(tree1)
       }
diff --git a/compiler/src/dotty/tools/dotc/core/Symbols.scala b/compiler/src/dotty/tools/dotc/core/Symbols.scala
index a9baa4d65802..b1939261084f 100644
--- a/compiler/src/dotty/tools/dotc/core/Symbols.scala
+++ b/compiler/src/dotty/tools/dotc/core/Symbols.scala
@@ -835,8 +835,10 @@ object Symbols {
           info = completer,
           privateWithin = ttmap1.mapOwner(odenot.privateWithin), // since this refers to outer symbols, need not include copies (from->to) in ownermap here.
           annotations = odenot.annotations)
-        copy.registeredCompanion =
-          copy.registeredCompanion.subst(originals, copies)
+        copy.denot match
+          case cd: ClassDenotation =>
+            cd.registeredCompanion = cd.unforcedRegisteredCompanion.subst(originals, copies)
+          case _ =>
       }
 
       copies.foreach(_.ensureCompleted()) // avoid memory leak
diff --git a/tests/pos/i10542.scala b/tests/pos/i10542.scala
new file mode 100644
index 000000000000..f6c759ef4769
--- /dev/null
+++ b/tests/pos/i10542.scala
@@ -0,0 +1,38 @@
+package test_10542:
+
+  trait Foo {
+    inline def foo[A](t: => A): Unit = ()
+  }
+
+  object Bar extends Foo
+
+  object Test {
+    Bar.foo {
+      sealed trait T1
+      case object S1 extends T1
+    }
+  }
+
+package test_10540:
+
+  trait Foo {
+    inline def foo[A](t: => A): Unit = ()
+  }
+
+  object Bar extends Foo
+
+  object Test {
+    Bar.foo {
+      trait T1
+      val array = Array(new T1 {})
+    }
+  }
+
+package test_9655:
+
+  inline def foo[T](inline body: T): T = body
+
+  def test = foo {
+    sealed trait Status
+    object Active extends Status
+  }