It will work but the chuck on the drill will have to have teeth long enough to grab the spud sticking out of the back. I have one (reamer) similar to that one, the chuck on my cordless won't grab it but the regular plug-in style drill I have does have a chuck that will.
Once you get the brass de-primed is when the fun begins. My regular drill is old and there's no speed control on it, so here's what I do. I hold the brass in one hand with a good grip, hold the reamer/drill back about 1/4" and then hit the button and release. As it's spinning I let it hit the brass and stop on it's own while putting easy pressure on it. Doing it this way let's it center in the brass and I can ease off so I don't remove to much material. I found that starting it in the brass it can make the reamer jump up and down over the crimps when it starts out and then you have to work to fix that. Once you get the hang of it, it's an easy process but time consuming. That's why it's easier if you do it all at once if you have alot to do.
I think it took me about 10 minutes to do about 200 once I got a good routine down. Even some of the new brass that's out there that doesn't look like it's crimped is, they actually put an offset ring crimp on it. Either that or the primer machine that they use does that when it primes the brass, I've had to work on that stuff also. If you look at it close enough you can see how little it is and I've had it screw up primers, now if I even think it has a crimp I hit them real quick and the problem is solved.