shottyhunter24,
I can't comment on the regs in Mn, but I'd like to offer my opinion on the sidearm, based on my bear guiding experience (since 1990).
You're carrying a 30.06 right? Why take a pea shooter to a gun fight? The sidearm isn't going to do anything to a "charging bear" other than make it mad if of course you are lucky enough to hit it. You aren't going to get to take a few shots at a charging bear.
FWIW, I've guided brown/grizzly and black bear hunts and have never been charged by a bear, wounded or otherwise.