Extracurricular laboratory: Synthetic route of 4-Chloro-2-methoxypyridine

With the rapid development of chemical substances, we look forward to future research findings about 72141-44-7.

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 72141-44-7, name is 4-Chloro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 72141-44-7

INTERMEDIATE 33 4-(3-Bromo-4-fluoro-lH-pyrazol-l-yl)-2-methoxypyridine To a solution of 3-bromo-4-fluoro-lH-pyrazole (300 mg, 1.819 mmol) in anhydrous DMSO (4 mL) was added NaH (80 mg, 2.0 mmol) at 0 C. The mixture was stirred for 30 min at 0 C, followed by the addition of 4-chloro-2-methoxypyridine (261 mg, 1.819 mmol) in DMSO (1 mL). The resulting mixture was stirred at 90 C overnight. The mixture was cooled to room temperature, quenched with water (10 mL) and extracted with EtOAc (40 mL x 3). The organic layer was collected and dried over Na2S04. The solvent was removed in vacuo to give the crude product. This was purified by flash chromatography (ISCO Combiflash, lOg, Biotage Si column, ~30 mL/min, 100% hexanes 5 min, gradient to 100% EtOAc in hexanes 15 min ) to afford 4-(3-bromo-4-fluoro-lH-pyrazol-l-yl)-2-methoxypyridine. LCMS calc. = 273.98; found = 273.95 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 72141-44-7.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyridine – Wikipedia,
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