Green’s Dictionary of Slang

(US) a walk, thus collar a drill, cop...

1938		Newark Advocate (OH) 2 Sept. 12/6: So you take a drill (walk) as they’d say, and start thinking.
1940		D. Burley N.Y. Amsterdam News 27 July 20: ‘I collared a drill up Sugar Hill’.
1941		D. Burley N.Y. Amsterdam Star-News 17 May 11: Uncle Sam’s done pulled his hook act on each and every cat copping a drill on his hinders.