Would somebody able to tell me if I'm along the right lines here?
Q: Draw an arrow-pushing mechanism for the successful reaction. With reference to this mechanism explain the different reactivity of these pyridine and benzene derivatives.
A: So the mechanism I've drawn is an SN1 reaction with bromine leaving first and the pyrrolidine then attacking the carbon. I've then said that the reason this works when X = N is because it has a lone pair and can push electron density onto the bromine and it can leave.
Q: Why is the mono-substitution product the only product observed in the reaction of 2,6-dibromopyridine, even when a large excess of amine is used?
A: The only thing I can think of is that the pyrrolidine is deactivating
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