Pin and rotation in mechanica/Simulate

Hi all,

I would propose to you a simplification of a problem: putting in rotation drum that push a capsule.

I would see if the path of the capsule gives some problem.

I've made a simplification of the assembly, in the hypothesis that the mid plane of the caps will remain in the axis of the path.

I've make a solid surface that simulate the surface of the path where the capsule slide.

Here I have two problems:

1) the capsule cross the surface despite I've put the contact regions

2) I'm not able to put in rotation the drum without a big distortion of it.

I've done a little assembly where I try only to make the "pin".
I attach also this file.

Someone could tell me the issue?

Thanks