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2-Bromopyridine is used in the preparation of a variety of biologically active compounds like antimalarial agents. It is also used to prepare beta-adrenoceptor agonist.
Bromopyridines can be converted to the Grignards by Mg exchange with i-PrMgCl: Tetrahdron Lett., 40, 4339 (1999).
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 -78o 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).
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.
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.
Gefahrenhinweise (EU): H301-H310-H315-H319-H335
Toxic if swallowed. Fatal in contact with skin. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Wear protective gloves/clothing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: