REVIEW 3-Bromoacetyl-pyridine, HBr salt Dibromine (17.2g, 108 mmol) was added dropwise to a cold (0°C) solution of 3-acetylpyridine (12 g, 99 mmol) in acetic acid containing 33% of HBr (165 mL) under vigourous stirring. The vigorously stirred mixture was warmed to 40°C for 2h and then to 75°C. After 2h at 75°C, the mixture was cooled and diluted with ether (400 mL) to precipitate the product, which was recovered by filtration and washed with ether and acetone. This material may be recrystallised from methanol and ether. White crystals, yield 100%. IR(neat): 3108, 2047,2982, 2559, 1709, 1603, 1221, 1035, 798 cm-1 - 1H NMR (DMSO-d6) d = 5.09 (s, 2H, CH2Br); 7.88 (m, 1H, pyridyl-H); 8.63 (m, 1H, pyridyl-H); 8.96 (m, 1H, pyridyl-H); 9.29 (m, 1H, pyridyl-H).
REFERENCES
[1]
Hay, Michael P.; Journal of Medicinal Chemistry 2010, V53(2), P787-797
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