Some tips on 2-Chloro-3-methoxypyridine

According to the analysis of related databases, 52605-96-6, the application of this compound in the production field has become more and more popular.

Electric Literature of 52605-96-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 52605-96-6, name is 2-Chloro-3-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 2-chloro-3- methoxypyridine (1.55 g, 10.8 mmol, prepared as described in WO2007/123995) in dry THF (30 mL), cooled to -78C, was added 2.5 M nBuLi in hexanes (4.75 mL, 1 1.9 mmol) After 1 hour, a solution of DMF (2.5 mL, 32.4 mmol) in THF (5 mL) was added. After a further 2.5 hours, a saturated aqueous ammonium chloride solution was added and the reaction mixture was allowed to warm to RT. The resultant biphasic mixture was separated and extracted twice with diethyl ether. The combined oraganic phase was washed with water and brine, dried (Na2S04), filtered, and concentrated in vacuo. The resultant residue was subjected to flash chromatography (Si02, gradient 20 to 25 % ethyl acetate in cyclohexane) to afford the title compound (1.42 g, 77%) as a white solid. 1H NMR (300 MHz, CDCI3): delta 10.44 (d, J = 0.8 Hz, 1H), 8.34 (dd, J = 4.9 and 0.8 Hz, 1 H), 7.60 (d, J = 4.9 Hz, 1 H), 4.08 (s, 3H). LCMS (Method A): RT = 2.84 min, [M+H]+ = 172/174.

According to the analysis of related databases, 52605-96-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMAC DISCOVERY LIMITED; BELL, Mark Peter; O’DOWD, Colin Roderick; ZHANG, Lixin; TEVITT, Graham Peter; HARRISON, Timothy; BATTACHARYYA, Sumita; ROUNTREE, James Samuel Shane; BURKAMP, Frank; PRICE, Stephen; MACLEOD, Calum; ELLIOTT, Richard Leonard; SMITH, Phillip; BLENCH, Toby Jonathan; DYKE, Hazel Joan; WO2011/33265; (2011); A1;,
Pyridine – Wikipedia,
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