2-Bromopyridine, 99%, Thermo Scientific Chemicals

General References:

1. Bromopyridines can be converted to the Grignards by Mg exchange with i-PrMgCl: Tetrahdron Lett., 40, 4339 (1999).
2. Reaction with n-BuLi gives 2-lithio-pyridine. Subsequent reaction at low temperatures with PCl₃ gives, as the major product, 2,2'-bipyridine, along with a low yield of the expected tris(2-pyridyl)phosphine. POCl₃ or SOCl₂ also promote the symmetrical coupling reaction: Heteroatom. Chem., 5, 409 (1994). In contrast, reaction with LDA in THF at -78° results in lithiation at the 3-position, giving access to 3-substituted 2-bromopyridines: Synthesis, 235, 237 (1982). See also: Org. Lett., 3, 835 (2001).
3. Kathiravan, S.; Ghosh, S.; Hogarth, G.; Nicholls, I. A. Copper catalysed amidation of aryl halides through chelation assistance. Chem. Commun. 2015, 51 (23), 4834-4837.
4. Liu, C.; Li, X.; Liu, C.; Wang, X.; Qiu, J. Palladium-catalyzed ligand-free and efficient Suzuki-Miyaura reaction of heteroaryl halides with MIDA boronates in water. RSC Adv. 2015, 5 (67), 54312-54315.