If you haven't done so already, I'd say it's time to call Quicken Support on the phone and report this as a possible bug. Let them do a screen share session with you to review the situation on your computer, to determine the nature of the problem and to figure out how to fix it.
Quicken Support:
quickslick said: Rocket-Just checking to see if you have any further thoughts on why the Memo field from Memorized Payees does not overwrite the Memo field in the downloaded transactions.