diff --git a/src/analyze.cpp b/src/analyze.cpp
index e17e1b452..da0123484 100644
--- a/src/analyze.cpp
+++ b/src/analyze.cpp
@@ -6037,12 +6037,10 @@ static TypeTableEntry *analyze_prefix_op_expr(CodeGen *g, ImportTableEntry *impo
                         *expr_node);
                 if (expr_type->id == TypeTableEntryIdInvalid) {
                     return expr_type;
-                } else if (expr_type->id == TypeTableEntryIdInt ||
-                           expr_type->id == TypeTableEntryIdNumLitInt)
-                {
+                } else if (expr_type->id == TypeTableEntryIdInt) {
                     return expr_type;
                 } else {
-                    add_node_error(g, *expr_node, buf_sprintf("invalid binary not type: '%s'",
+                    add_node_error(g, node, buf_sprintf("unable to perform binary not operation on type '%s'",
                             buf_ptr(&expr_type->name)));
                     return g->builtin_types.entry_invalid;
                 }
diff --git a/test/run_tests.cpp b/test/run_tests.cpp
index f7b3d042a..e909c171b 100644
--- a/test/run_tests.cpp
+++ b/test/run_tests.cpp
@@ -1583,6 +1583,13 @@ fn foo() {
     )SOURCE", 2,
         ".tmp_source.zig:24:11: error: function called as method of 'List', but first parameter is of type '&Allocator'",
         ".tmp_source.zig:6:9: note: function declared here");
+
+    add_compile_fail_case("binary not on number literal", R"SOURCE(
+const TINY_QUANTUM_SHIFT = 4;
+const TINY_QUANTUM_SIZE = 1 << TINY_QUANTUM_SHIFT;
+var block_aligned_stuff: usize = (4 + TINY_QUANTUM_SIZE) & ~(TINY_QUANTUM_SIZE - 1);
+    )SOURCE", 1, ".tmp_source.zig:4:60: error: unable to perform binary not operation on type '(integer literal)'");
+
 }
 
 //////////////////////////////////////////////////////////////////////////////