diff --git a/shell/browser/native_window_mac.mm b/shell/browser/native_window_mac.mm
index 5aca88b44ebe8..1e6d989a1aa54 100644
--- a/shell/browser/native_window_mac.mm
+++ b/shell/browser/native_window_mac.mm
@@ -1164,6 +1164,8 @@ void ViewDidMoveToSuperview(NSView* self, SEL _cmd) {
 
 void NativeWindowMac::SetRepresentedFilename(const std::string& filename) {
   [window_ setRepresentedFilename:base::SysUTF8ToNSString(filename)];
+  if (buttons_proxy_)
+    [buttons_proxy_ redraw];
 }
 
 std::string NativeWindowMac::GetRepresentedFilename() {