Analyzing the synthesis route of 72141-44-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72141-44-7, 4-Chloro-2-methoxypyridine, and friends who are interested can also refer to it.

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.72141-44-7, name is 4-Chloro-2-methoxypyridine, molecular formula is C6H6ClNO, molecular weight is 143.5709, as common compound, the synthetic route is as follows.Application In Synthesis of 4-Chloro-2-methoxypyridine

Example A14 A solution of 4-amino-3-fluorophenol (0.20 g, 1.6 mmol) in 4 mL of anhydrous DMA was treated with potassium tert-butoxide (0.24 g, 1.9 mmol). The resultant dark-red solution was stirred at RT for 1 hour in a capped vial. 4-Chloro-2-methoxypyridine (0.26 g, 1.6 mmol) was added and the reaction mixture was heated overnight at 100 C. Water (50 mL) was added and the solution was extracted with ethyl acetate (3*50 mL). The combined organic layers were washed with brine, dried (Na2SO4), concentrated in vacuo and purified by silica gel column chromatography to obtain 2-fluoro-4-(2-methoxypyridin-4-yloxy)benzenamine (0.20 g, 58% yield). 1H NMR (400 MHz, DMSO-d6) delta 8.02 (d, J=6.0 Hz, 1H), 6.95 (dd, J=2.8, 12.0 Hz, 1H), 6.82 (dd, J=8.4, 8.8 Hz, 1H), 6.73 (dd, J=2.0, 8.4 Hz, 1H), 6.54 (dd, J=2.4, 6.0 Hz, 1H), 6.10 (d, J=2.4 Hz, 1H), 5.17 (s, 1H), 3.81 (s, 3H); MS (ESI) m/z: 235.0 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72141-44-7, 4-Chloro-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; US2008/90856; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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,
Pyridine | C5H5N – PubChem