diff --git a/CHANGES b/CHANGES
index de1c3bccb..d51cab876 100644
--- a/CHANGES
+++ b/CHANGES
@@ -11,6 +11,7 @@ Pint Changelog
 - Switch from appdirs to platformdirs.
 - Fixes issues related to GenericPlainRegistry.__getattr__ type (PR #2038, Issues #1946 and #1804)
 - Removed deprecated references in documentation and tests (PR #2058, Issue #2057)
+- Fixed issue with `.to_compact` and Magnitudes with uncertainties / Quantities with units (PR #2053, issue #2044)
 
 
 0.24.1 (2024-06-24)
diff --git a/pint/facets/plain/qto.py b/pint/facets/plain/qto.py
index 22176491d..9d8b7f611 100644
--- a/pint/facets/plain/qto.py
+++ b/pint/facets/plain/qto.py
@@ -110,12 +110,12 @@ def to_compact(
         )
         return quantity
 
-    if (
-        quantity.unitless
-        or quantity.magnitude == 0
-        or math.isnan(quantity.magnitude)
-        or math.isinf(quantity.magnitude)
-    ):
+    qm = (
+        quantity.magnitude
+        if not hasattr(quantity.magnitude, "nominal_value")
+        else quantity.magnitude.nominal_value
+    )
+    if quantity.unitless or qm == 0 or math.isnan(qm) or math.isinf(qm):
         return quantity
 
     SI_prefixes: dict[int, str] = {}
diff --git a/pint/testsuite/test_issues.py b/pint/testsuite/test_issues.py
index 847f269f0..60598a595 100644
--- a/pint/testsuite/test_issues.py
+++ b/pint/testsuite/test_issues.py
@@ -400,7 +400,7 @@ def test_angstrom_creation(self, module_registry):
         module_registry.Quantity(2, "Å")
 
     def test_alternative_angstrom_definition(self, module_registry):
-        module_registry.Quantity(2, "\u212B")
+        module_registry.Quantity(2, "\u212b")
 
     def test_micro_creation_U03bc(self, module_registry):
         module_registry.Quantity(2, "μm")
@@ -1331,3 +1331,18 @@ def test_issue2007():
     assert f"{q:~C}" == "1"
     assert f"{q:~D}" == "1"
     assert f"{q:~H}" == "1"
+
+
+@helpers.requires_uncertainties()
+def test_issue2044():
+    ureg = UnitRegistry()
+    # First make sure this doesn't fail completely (A Measurement)
+    q = ureg.Quantity(10_000, "m").plus_minus(0.01).to_compact()
+    assert_almost_equal(q.m.n, 10.0)
+    assert q.u == "kilometers"
+    # Similarly, for a Ufloat with units
+    from uncertainties import ufloat
+
+    q = (ufloat(10_000, 0.01) * ureg.m).to_compact()
+    assert_almost_equal(q.m.n, 10.0)
+    assert q.u == "kilometers"