I also saw this issue. It eventually shutdown as expected but took a
really long time.

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Packages, which is subscribed to gnome-shell in Ubuntu.
https://bugs.launchpad.net/bugs/2118739

Title:
  Some applications are busy or have unsaved work: GNOME Shell Not
  responding

Status in gnome-session package in Ubuntu:
  Fix Committed
Status in gnome-shell package in Ubuntu:
  Invalid

Bug description:
  When trying to reboot or shut down GNOME Shell 49, you see:

  Some applications are busy or have unsaved work

  GNOME Shell
  Not responding

To manage notifications about this bug go to:
https://bugs.launchpad.net/ubuntu/+source/gnome-session/+bug/2118739/+subscriptions


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