diff --git a/compiler/src/dotty/tools/dotc/core/TypeComparer.scala b/compiler/src/dotty/tools/dotc/core/TypeComparer.scala
index 0c516a2ad6c4..c3f254a6b0b5 100644
--- a/compiler/src/dotty/tools/dotc/core/TypeComparer.scala
+++ b/compiler/src/dotty/tools/dotc/core/TypeComparer.scala
@@ -3354,23 +3354,33 @@ class TrackingTypeComparer(initctx: Context) extends TypeComparer(initctx) {
                 val info = denot.info match
                   case TypeAlias(alias) => alias
                   case info             => info // Notably, RealTypeBounds, which will eventually give a MatchResult.NoInstances
-                if info.isInstanceOf[ClassInfo] then
-                  /* The member is not an alias (we'll get Stuck instead of NoInstances,
-                   * which is not ideal, but we cannot make a RealTypeBounds of ClassInfo).
+                val infoRefersToSkolem = stableScrut match
+                  case stableScrut: SkolemType =>
+                    new TypeAccumulator[Boolean] {
+                      def apply(prev: Boolean, tp: Type): Boolean =
+                        prev || (tp eq stableScrut) || foldOver(prev, tp)
+                    }.apply(false, info)
+                  case _ =>
+                    false
+                if infoRefersToSkolem && info.isInstanceOf[ClassInfo] then
+                  /* We would like to create a `RealTypeBounds(info, info)` to get a `MatchResult.NoInstances`
+                   * but that is not allowed for `ClassInfo`. So instead we return `false`, which will result
+                   * in a `MatchResult.Stuck` instead.
                    */
                   false
                 else
-                  val infoRefersToSkolem = stableScrut match
-                    case stableScrut: SkolemType =>
-                      new TypeAccumulator[Boolean] {
-                        def apply(prev: Boolean, tp: Type): Boolean =
-                          prev || (tp eq stableScrut) || foldOver(prev, tp)
-                      }.apply(false, info)
+                  val info1 = info match
+                    case ClassInfo(prefix, cls, _, _, _) =>
+                      // Re-select the class from the prefix
+                      prefix.select(cls)
+                    case info: TypeBounds =>
+                      // Will already trigger a MatchResult.NoInstances
+                      info
+                    case _ if infoRefersToSkolem =>
+                      // Explicitly trigger a MatchResult.NoInstances
+                      RealTypeBounds(info, info)
                     case _ =>
-                      false
-                  val info1 =
-                    if infoRefersToSkolem && !info.isInstanceOf[TypeBounds] then RealTypeBounds(info, info) // to trigger a MatchResult.NoInstances
-                    else info
+                      info
                   rec(capture, info1, variance = 0, scrutIsWidenedAbstract)
               case _ =>
                 false
diff --git a/tests/neg/match-type-enumeration-value-hack.check b/tests/neg/match-type-enumeration-value-hack.check
new file mode 100644
index 000000000000..0847ae5ba18f
--- /dev/null
+++ b/tests/neg/match-type-enumeration-value-hack.check
@@ -0,0 +1,11 @@
+-- [E172] Type Error: tests/neg/match-type-enumeration-value-hack.scala:11:40 ------------------------------------------
+11 |  summon[Suit#Value =:= EnumValue[Suit]] // error
+   |                                        ^
+   |                                        Cannot prove that Suit#Value =:= EnumValue[Suit].
+   |
+   |                                        Note: a match type could not be fully reduced:
+   |
+   |                                          trying to reduce  EnumValue[Suit]
+   |                                          failed since selector Suit
+   |                                          does not match  case EnumValueAux[t] => t
+   |                                          and cannot be shown to be disjoint from it either.
diff --git a/tests/neg/match-type-enumeration-value-hack.scala b/tests/neg/match-type-enumeration-value-hack.scala
new file mode 100644
index 000000000000..4c6176b9b637
--- /dev/null
+++ b/tests/neg/match-type-enumeration-value-hack.scala
@@ -0,0 +1,12 @@
+type EnumValueAux[A] = ({ type Value }) { type Value = A }
+
+type EnumValue[E <: Enumeration] = E match
+  case EnumValueAux[t] => t
+
+// A class extending Enumeration does not yet define a concrete enumeration
+class Suit extends Enumeration:
+  val Hearts, Diamonds, Clubs, Spades = Val()
+
+object Test:
+  summon[Suit#Value =:= EnumValue[Suit]] // error
+end Test
diff --git a/tests/pos/match-type-enumeration-value-hack.scala b/tests/pos/match-type-enumeration-value-hack.scala
new file mode 100644
index 000000000000..b1f0146c012d
--- /dev/null
+++ b/tests/pos/match-type-enumeration-value-hack.scala
@@ -0,0 +1,11 @@
+type EnumValueAux[A] = ({ type Value }) { type Value = A }
+
+type EnumValue[E <: Enumeration] = E match
+  case EnumValueAux[t] => t
+
+object Suit extends Enumeration:
+  val Hearts, Diamonds, Clubs, Spades = Val()
+
+object Test:
+  summon[Suit.Value =:= EnumValue[Suit.type]]
+end Test