化学合成。
化学合成
合成路线 1(1. 合成:1018446-95-1)
产率:97%
合成条件:With palladium 10% on activated carbon; hydrogen In ethanol; water at 20℃; for 20 h;
实验步骤:c)4-氨基-1H-吡唑-1-羧酸叔丁酯(A55)4-硝基-1-吡唑-1-羧酸叔丁酯A54(3.70g,17.4mmol)和10%Pd / C的悬浮液 用约湿润 将530%水(0.300g)的EtOH(150mL)溶液在氢气(1atm)下在室温下搅拌20小时。 然后将反应混合物通过硅藻土过滤,用EtOAc(约100mL)洗涤塞子,减压浓缩滤液,得到标题化合物(3.09g,97%),为浅棕色固体。 1 H NMR(400MHz,CDCl 3)δ7.54(d,J = 0.6Hz,1H),7.40(d,J = 0.8Hz,1H),3.10(s,2H),1.62(s,9H)。 LCMS-A rt 3.75分钟; 没有检测到产物离子。
参考文献:
- [1] Patent: WO2014/128465, 2014, A1. Location in patent: Page/Page column 79 [2] Patent: WO2008/139161, 2008, A1. Location in patent: Page/Page column 197 [3] Patent: WO2015/89337, 2015, A1. Location in patent: Paragraph 0211 [4] Patent: WO2015/25197, 2015, A1. Location in patent: Paragraph 000128 [5] Patent: US2009/325956, 2009, A1. Location in patent: Page/Page column 38 [6] Patent: WO2011/113802, 2011, A2. Location in patent: Page/Page column 110 [7] Advanced Synthesis and Catalysis, 2014, vol. 356, # 8, p. 1719 - 1724 [8] Patent: WO2016/196776, 2016, A2. Location in patent: Paragraph 001217