Just now tried it again, and the dialog box popped back up:

Could not calculate the upgrade

An unresolvable problem occurred while calculating the upgrade.

 This can be caused by:
 * Upgrading to a pre-release version of Ubuntu
 * Running the current pre-release version of Ubuntu
 * Unofficial software packages not provided by Ubuntu

If none of this applies, then please report this bug using the command
'ubuntu-bug ubuntu-release-upgrader-core' in a terminal.

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https://bugs.launchpad.net/bugs/1414987

Title:
  Upgrading from 12.04.5 LTS to 14.04.1 LTS reports unresolvable issues

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