“You can’t get pregnant?” he asked. “I don’t know.”
To me, this shows the disconnect between them. Sure, it's awkward to discuss your sister's ability to get pregnant with her, but not being aware, or not being clued in kind of reveals Ted's lack of empathy or ability to connect. At the age of 37, you'd think that your brother would be aware of the fact that you've been having trouble getting pregnant and wouldn't have to blatantly ask out right.