diff --git a/compiler/src/dotty/tools/dotc/ast/TreeTypeMap.scala b/compiler/src/dotty/tools/dotc/ast/TreeTypeMap.scala
index 4c79a36b6abf..9aebea9bd594 100644
--- a/compiler/src/dotty/tools/dotc/ast/TreeTypeMap.scala
+++ b/compiler/src/dotty/tools/dotc/ast/TreeTypeMap.scala
@@ -121,8 +121,8 @@ class TreeTypeMap(
           val bind1 = tmap.transformSub(bind)
           val expr1 = tmap.transform(expr)
           cpy.Labeled(labeled)(bind1, expr1)
-        case Hole(n, args) =>
-          Hole(n, args.mapConserve(transform)).withSpan(tree.span).withType(mapType(tree.tpe))
+        case Hole(isTermHole, n, args) =>
+          Hole(isTermHole, n, args.mapConserve(transform)).withSpan(tree.span).withType(mapType(tree.tpe))
         case tree1 =>
           super.transform(tree1)
       }
diff --git a/compiler/src/dotty/tools/dotc/ast/Trees.scala b/compiler/src/dotty/tools/dotc/ast/Trees.scala
index 6e3a02fe86e3..38914097cc6f 100644
--- a/compiler/src/dotty/tools/dotc/ast/Trees.scala
+++ b/compiler/src/dotty/tools/dotc/ast/Trees.scala
@@ -1458,7 +1458,7 @@ object Trees {
               this(this(x, arg), annot)
             case Thicket(ts) =>
               this(x, ts)
-            case Hole(_, args) =>
+            case Hole(_, _, args) =>
               this(x, args)
             case _ =>
               foldMoreCases(x, tree)
diff --git a/compiler/src/dotty/tools/dotc/core/tasty/TreePickler.scala b/compiler/src/dotty/tools/dotc/core/tasty/TreePickler.scala
index feb96a4929b0..19044baac2d5 100644
--- a/compiler/src/dotty/tools/dotc/core/tasty/TreePickler.scala
+++ b/compiler/src/dotty/tools/dotc/core/tasty/TreePickler.scala
@@ -21,7 +21,9 @@ object TreePickler {
 
   val sectionName = "ASTs"
 
-  case class Hole(idx: Int, args: List[tpd.Tree])(implicit @constructorOnly src: SourceFile) extends tpd.Tree {
+  case class Hole(isTermHole: Boolean, idx: Int, args: List[tpd.Tree])(implicit @constructorOnly src: SourceFile) extends tpd.Tree {
+    override def isTerm: Boolean = isTermHole
+    override def isType: Boolean = !isTermHole
     override def fallbackToText(printer: Printer): Text =
       s"[[$idx|" ~~ printer.toTextGlobal(args, ", ") ~~ "]]"
   }
@@ -579,7 +581,7 @@ class TreePickler(pickler: TastyPickler) {
             pickleTree(lo);
             if (hi ne lo) pickleTree(hi)
           }
-        case Hole(idx, args) =>
+        case Hole(_, idx, args) =>
           writeByte(HOLE)
           withLength {
             writeNat(idx)
diff --git a/compiler/src/dotty/tools/dotc/transform/PCPCheckAndHeal.scala b/compiler/src/dotty/tools/dotc/transform/PCPCheckAndHeal.scala
index 711ac60daf90..c976599c7f19 100644
--- a/compiler/src/dotty/tools/dotc/transform/PCPCheckAndHeal.scala
+++ b/compiler/src/dotty/tools/dotc/transform/PCPCheckAndHeal.scala
@@ -13,7 +13,6 @@ import dotty.tools.dotc.core.NameKinds._
 import dotty.tools.dotc.core.StagingContext._
 import dotty.tools.dotc.core.StdNames._
 import dotty.tools.dotc.core.Symbols._
-import dotty.tools.dotc.core.tasty.TreePickler.Hole
 import dotty.tools.dotc.core.Types._
 import dotty.tools.dotc.util.SourcePosition
 import dotty.tools.dotc.util.Spans._
@@ -137,6 +136,8 @@ class PCPCheckAndHeal(@constructorOnly ictx: Context) extends TreeMapWithStages(
         case tp: ThisType =>
           assert(checkSymLevel(tp.cls, tp, pos).isEmpty)
           mapOver(tp)
+        case tp: AnnotatedType =>
+          derivedAnnotatedType(tp, apply(tp.parent), tp.annot)
         case _ =>
           mapOver(tp)
       }
@@ -167,7 +168,12 @@ class PCPCheckAndHeal(@constructorOnly ictx: Context) extends TreeMapWithStages(
         case tp1: SkolemType => isStaticPathOK(tp1.info)
         case _ => false
 
-    if (!sym.exists || levelOK(sym) || isStaticPathOK(tp))
+    /* Is a reference to an `<init>` method on a class with a static path */
+    def isStaticNew(tp1: Type): Boolean = tp1 match
+      case tp1: TermRef => tp1.symbol.isConstructor && isStaticPathOK(tp1.prefix)
+      case _ => false
+
+    if (!sym.exists || levelOK(sym) || isStaticPathOK(tp) || isStaticNew(tp))
       None
     else if (!sym.isStaticOwner && !isClassRef)
       tryHeal(sym, tp, pos)
diff --git a/compiler/src/dotty/tools/dotc/transform/Pickler.scala b/compiler/src/dotty/tools/dotc/transform/Pickler.scala
index 21e748ec594e..4b0b77205936 100644
--- a/compiler/src/dotty/tools/dotc/transform/Pickler.scala
+++ b/compiler/src/dotty/tools/dotc/transform/Pickler.scala
@@ -78,7 +78,7 @@ class Pickler extends Phase {
         pickled.iterator.grouped(10).toList.zipWithIndex.map {
           case (row, i) => s"${i}0: ${row.mkString(" ")}"
         }
-        
+
       // println(i"rawBytes = \n$rawBytes%\n%") // DEBUG
       if (pickling ne noPrinter) {
         println(i"**** pickled info of $cls")
diff --git a/compiler/src/dotty/tools/dotc/transform/ReifyQuotes.scala b/compiler/src/dotty/tools/dotc/transform/ReifyQuotes.scala
index ceeff4f42ddb..b7c658c51ef6 100644
--- a/compiler/src/dotty/tools/dotc/transform/ReifyQuotes.scala
+++ b/compiler/src/dotty/tools/dotc/transform/ReifyQuotes.scala
@@ -157,6 +157,8 @@ class ReifyQuotes extends MacroTransform {
                 val tagDef = tagDefCache.getOrElseUpdate(prefix.symbol, mkTagSymbolAndAssignType(prefix))
                 tagDef.symbol.typeRef
             }
+          case AnnotatedType(parent, _) =>
+            apply(parent) // Only keep the Annotated tree
           case _ =>
             mapOver(tp)
         }
@@ -263,7 +265,7 @@ class ReifyQuotes extends MacroTransform {
         assert(level == 1, "unexpected top splice outside quote")
         val (body1, quotes) = nested(isQuote = false).splitSplice(body)(spliceContext)
         val tpe = outer.embedded.getHoleType(body, splice)
-        val hole = makeHole(body1, quotes, tpe).withSpan(splice.span)
+        val hole = makeHole(splice.isTerm, body1, quotes, tpe).withSpan(splice.span)
         // We do not place add the inline marker for trees that where lifted as they come from the same file as their
         // enclosing quote. Any intemediate splice will add it's own Inlined node and cancel it before splicig the lifted tree.
         // Note that lifted trees are not necessarily expressions and that Inlined nodes are expected to be expressions.
@@ -378,9 +380,9 @@ class ReifyQuotes extends MacroTransform {
     /** Register `body` as an `embedded` quote or splice
      *  and return a hole with `splices` as arguments and the given type `tpe`.
      */
-    private def makeHole(body: Tree, splices: List[Tree], tpe: Type)(implicit ctx: Context): Hole = {
+    private def makeHole(isTermHole: Boolean, body: Tree, splices: List[Tree], tpe: Type)(implicit ctx: Context): Hole = {
       val idx = embedded.addTree(body, NoSymbol)
-      Hole(idx, splices).withType(tpe).asInstanceOf[Hole]
+      Hole(isTermHole, idx, splices).withType(tpe).asInstanceOf[Hole]
     }
 
     override def transform(tree: Tree)(implicit ctx: Context): Tree =
diff --git a/tests/pos/i7519.scala b/tests/pos/i7519.scala
new file mode 100644
index 000000000000..d05787834b3a
--- /dev/null
+++ b/tests/pos/i7519.scala
@@ -0,0 +1,13 @@
+import scala.quoted._
+import scala.annotation.StaticAnnotation
+
+object Test {
+  class Annot extends StaticAnnotation
+
+  class Quoted[T]
+
+  inline def quote[T]: Quoted[T] = ${ quoteImpl[T] }
+  def quoteImpl[T: Type](given qctx: QuoteContext): Expr[Quoted[T]] = '{
+    new Quoted[T @Annot]
+  }
+}
diff --git a/tests/pos/i7519b.scala b/tests/pos/i7519b.scala
new file mode 100644
index 000000000000..f47c3ba0b8b1
--- /dev/null
+++ b/tests/pos/i7519b.scala
@@ -0,0 +1,13 @@
+import scala.quoted._
+import scala.annotation.StaticAnnotation
+
+class Annot(in: Int) extends StaticAnnotation
+
+class Quoted[T]
+
+inline def quote[T]: Quoted[T] = ${ quoteImpl[T] }
+
+def quoteImpl[T: Type](given qctx: QuoteContext): Expr[Quoted[T]] = {
+  val value: Expr[Int] = '{ 42 }
+  '{ new Quoted[T @Annot($value)] }
+}
diff --git a/tests/run-macros/i7519c.check b/tests/run-macros/i7519c.check
new file mode 100644
index 000000000000..0d41584485bd
--- /dev/null
+++ b/tests/run-macros/i7519c.check
@@ -0,0 +1 @@
+new Quoted[scala.Int @Annot(42)]()
diff --git a/tests/run-macros/i7519c/Macro_1.scala b/tests/run-macros/i7519c/Macro_1.scala
new file mode 100644
index 000000000000..586a6d39006e
--- /dev/null
+++ b/tests/run-macros/i7519c/Macro_1.scala
@@ -0,0 +1,13 @@
+import scala.quoted._
+import scala.annotation.StaticAnnotation
+
+class Annot(in: Int) extends StaticAnnotation
+
+class Quoted[T]
+
+inline def quote[T]: String = ${ quoteImpl[T] }
+
+def quoteImpl[T: Type](given qctx: QuoteContext): Expr[String] = {
+  val value: Expr[Int] = '{ 42 }
+  Expr(('{ new Quoted[T @Annot($value)] }).show)
+}
diff --git a/tests/run-macros/i7519c/Test_2.scala b/tests/run-macros/i7519c/Test_2.scala
new file mode 100644
index 000000000000..9e77d5871ebe
--- /dev/null
+++ b/tests/run-macros/i7519c/Test_2.scala
@@ -0,0 +1,5 @@
+object Test {
+  def main(args: Array[String]): Unit = {
+    println(quote[Int])
+  }
+}