It turns out the city has costly and in-depth requirements for curb cuts. That's not gonna happen.

I think I'm going back to 2" pipe for the full distance. It will be much easier to get that under the sidewalk. I can step up to 3" after the walk and terminate in a 6" diameter catch basin. The basin will be topped by a 6" pop-up discharge. That can be changed out for a grate if necessary.
The basin will be perforated and set in a deep bed of rock. It can be surrounded by pave stones to prevent a muddy mess.

The parkway beside the curb is in the utility right of way so I have to be willing to lose anything placed out there.