NEW YORK—Purdue coach Matt Painter and Oklahoma coach Jeff Capel bumped into each other at their hotel earlier this week, their teams on opposite sides of the bracket in the NIT Season Tip-Off.

They got to reminiscing a bit. It wasn’t long ago that they were at the Maui Invitational, the Boilermakers still trying to get on track after the departure two seasons earlier of longtime coach Gene Keady, and the Sooners growing accustomed to life without Kelvin Sampson.

Both teams lost in the opening round of that tournament—Purdue beat Oklahoma in a consolation game—their ros...

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