Originally Posted by
Fallman
Batman can and has been caught off guard, even in his own city. He's not omniscient.
Weirdly, I think that he could figure out what Mr. Negative was planning faster than Peter but take longer to specifically figure out his identity. Martin Li basically outed himself to Peter, but Bruce doesn't have much of a reason to talk to Li. Assuming that Batman is just baby sitting the city while Spidey is off planet or whatever, I'm not sure that he'd even know who Martin Li is.
Stopping the breakout would require him to know that it's coming, and as far as I know, he doesn't really monitor prison communications. Not to a greater extent than the existing safeguards, anyway. If he's monitoring anyone, I'd expect it to be Fisk and maybe Mr. Negative, and Fisk wasn't involved while Mr. Negative didn't set it up.