From the way things are playing out, it seems they will make it that Urashiki will have little to no contact with Momoshiki and Kinshiki, at least up until the kidnap Naruto and somehow he ends up meeting up or running into the duo afterwards. I say run into them since it's unclear right now whether the three are together or just happened to arrive at the same time.lool.. At first i thought Urashiki was referring to Hanabi since Tenseigan and all but that last statement about "woman's son" makes it clear he was talking about Hinata. I guess he was probably talking about how his plan to repopulate with her failed or something.
Same. I think we are going to get the fight scene involving her when Naruto gets taken.
Urashiki is aware of both Hinata and Bolt, and he's aware of what Toneri did to Bolt, whatever that is, but Momoshiki viewed Bolt as nothing special until after he died, so clearly Urashiki is more well informed than the other two Ootsutsuki. This may be because he's part of the main family while the other two are rogues or from the branch family.
Whatever the case is, if they follow the manga, Urashiki will not relay any info about Toneri/Hinata/Bolt to Momoshiki. Which is why I think the two won't meet up, as this will explain why Urashiki would keep this information to himself. He also mentioned something about going after a "big catch" when leaving Toneri, and I think that big catch will either be Bolt or Hinata. Or it could be Naruto, but this is assuming he's acting seperatly from Momoshiki, as he could easily just be going after Naruto with the other two.