With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.
To a 0 C solution of 2,4-dichloro-5-fluoropyrimidine (12.0 g, 71 .9 mmol) in dichloromethane (130 mL) was added triethylamine (20 mL, 140 mmol), followed by a solution of fe/f-butyl (2S)-2-methylpiperazine-1 -carboxylate (15.0 g, 74.9 mmol) in dichloromethane (70 mL). The reaction mixture was stirred at 30 C for 15 hours, whereupon it was washed sequentially with water (150 mL) and with saturated aqueous sodium chloride solution (100 mL), dried over magnesium sulfate, filtered, and concentrated in vacuo. Purification via chromatography on silica gel (Gradient: 20% to 50% EtOAc in petroleum ether) afforded C35 as a white solid. Yield: 21 .4 g, 64.7 mmol, 90%. LCMS m/z 330.9 [M+H]+. 1H NMR (400 MHz, CDCI3) d 7.94 (d, 1 H), 4.54- 4.45 (m, 1 H), 4.39-4.29 (m, 1 H), 4.28 (br d, 1 H), 3.94 (br d, 1 H), 3.35 (dd, 1 H), 3.25-3.06 (m, 2H), 1 .48 (s, 9H), 1 .17 (d, 3H).
169447-70-5, As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.
Reference£º
Patent; PFIZER INC.; ASPNES, Gary Erik; BAGLEY, Scott W.; CONN, Edward L.; CURTO, John M.; EDMONDS, David James; FLANAGAN, Mark E.; FUTATSUGI, Kentaro; GRIFFITH, David A.; HUARD, Kim; LIMBERAKIS, Chris; MATHIOWETZ, Alan M.; PIOTROWSKI, David W.; RUGGERI, Roger B.; (149 pag.)WO2019/239371; (2019); A1;,
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