You are good to go. My 12port Charlie Baker Offy bootleg side cover has the same issue. I did exactly what you are contemplating and no problem. Plug the boss by the rear cam bearing, and other more central port. Run the out put from the driver side block to the upper port on the side of the head. You need to use a line, with an Id about the same size as the stock oil filter line, or a little larger then the copper line for a gauge. The photo is part of a kit that used to be sold to essentially do the same thing when the line behind the side cover clogged up. It’s not a great photo but you get the idea on size. Once done, just make sure the rockers are dribbling, not spitting. If spitting, the line is likely too large.
