Reference of 22918-01-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.22918-01-0, name is 2-Bromo-4-chloropyridine, molecular formula is C5H3BrClN, molecular weight is 192.441, as common compound, the synthetic route is as follows.
Preparation of 2-bromo-3-methyl-4-chloro-pyridine To a solution of 2,2,6,6-tetramethyl-pyridine (21.1 mL, 125 mmol) in freshly distilled THF (120 mL) at -78C was added nBuLi (50 mL, 125 mmol) in 30 min. The resulting mixture was stirred at -78C for 30 min and was added through a cannula over 30 min to a solution of 3-bromo-4-chloro-pyridine (20.0 g, 104 mmol) in freshly distilled THF (60 mL) that had been cooled to -78C prior to the addition. The reaction mixture was stirred at -78C for 30 min before iodomethane (7.78 mL, 125 mmol) was added over a period of 10 min. The reaction was stirred at -78C for 30 min and was allowed to warm up to room temperature prior to be quenched with aqueous NH4Cl (65 mL). The aqueous phase was extracted with ethyl acetate (2X150 mL). The organic phases were separated, dried, and concentrated. The residue was purified by flash silica column chromatography (hexane:ethyl acetate, 5:1) to afford the title compound as a yellow solid (10.6 g, 49%). 1H NMR (CDCl3, 300 MHz) delta ppm: 8.10 (d, J = 5.1 Hz, 1 H), 7.27 (d, J = 5.1 Hz, 1H), 2.51 (s, 3 H).
The chemical industry reduces the impact on the environment during synthesis 22918-01-0, I believe this compound will play a more active role in future production and life.
Reference:
Patent; Emergent Product Development Gaithersburg Inc.; Roussel, Patrick; Heim, Jutta; Schneider, Peter; Bartels, Christian; Liu, Yaoquan; Dale, Glenn; Milligan, Daniel; (107 pag.)EP3034078; (2016); A1;,
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