2-Bromopyridine

2-Bromopyridine is an aryl bromide and isomer of bromopyridine with the formula BrC5H4N. It is a colorless liquid that is used as an intermediate in organic synthesis. It can be prepared from 2-aminopyridine via diazotization followed by bromination.

Reactions
2-Bromopyridine reacts with butyllithium to give 2-lithiopyridine, which is a versatile reagent. Pyrithione can be prepared in a two-step synthesis from 2-bromopyridine by oxidation to the N-oxide with a suitable peracid followed by substitution using either sodium dithionite or sodium sulfide with sodium hydroxide to introduce the thiol functional group.

Applications
Organometallic addition to benzophenone followed by catalytic hydrogenation is the synthesis of pipradrol.