Going from memory (so don't count on it being correct!). I think it's a 'Inverted Flare Fitting-Brass Elbow-Male'. Inverted flare to accept the line, NPT male into the rad.
Check your local auto parts store or a hardware or plumbing supply.
That's what I think.
the 1/2-20 might be the radiator female, but I think it's NTP, and the line should be inverted flare, but need to be certain of them both.
I have a source that does custom hydraulic and pneumatic line manufacturing and they have an "old world" warehouse of shelves of cardboard boxes with fittings from when Christ was a Corporal.
I will be happy to help find the fitting and send it on at no charge to the OP if the exact type of fitting and thread can be determined.
My application is a 1964 Skylark, pulled the 300v-8/ST300 and put in a nailhead with T-10, so my ST-300 Oil cooler line/fittings might be different. But I have the '65 GS radiator and can get the thread/fitting for that, but I do not have the line fitting from the tranny for the GS (in case it is different from the 1964 Skylark).