Is it a cash transfer, or are securities sold also? If it is a cash transfer, you should enter it in the receiving account. Please see this FAQ.
Also if you think Quicken should make improvements in this area, please review, comment, and vote on this Idea
It works. You seem to believe there are 2 investment transaction lists; there is only one. Once the investment transaction is memorized, you can enter it into the register by opening the Memorized Investment Transaction List, choosing the transaction, and pressing the Use button.
Something is wrong with what's happening to you. My investment transactions memorize to the correct list. I can't memorize an investment transaction into the Memorized Payee list at all.
This is the sequence I see memorizing and using an investment transaction. After pressing Use, the usual transaction edit dialog opens.
Are you by chance attempting to memorize an "investment" transaction in a linked checking account? You must be in the investment register to get the right command sequence.