I belong to a few diesel truck sites (I also own a 2007.5 Dodge RAM 3500 MegaCab CTD) and I've read of members disconnecting the transmission line at the cooler and sticking it in a five-gallon bucket, starting the engine, and purging the fluid this way. One note.....have a spotter and make sure you kill the engine as soon as the fluid stops pumping.
I can't answer your initial question as to which line is the one you're looking for, but you have a 50/50 shot first time.
If you drop the pan to change the filter, you'll probably get 60% or more of the old out......and that's a good start.
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