Scenario
You can do this the other way around, i.e., right click the download transaction in the "Downloaded Transactions" window and select "Edit" then "Match manually."
I'd expect that Quicken would recognize the already-entered transaction if the date, amount, etc. agrees. Looking at the entry in the Register vs. what's been downloaded, are there any differences?
This is an already existing feature. Click the pencil icon on the manually entered transaction and select match in the context menu.