作为医药中间体,用于相关药物的合成。
医药
合成路线 1(1. 合成:37466-89-0)
产率:100%
合成条件:With hydrogen In ethanol at 20℃; for 18 h;
实验步骤:化合物19; 向2-硝基-3-甲氧基苯胺(90mg; 0.54mmol)的乙醇(3ml)溶液中加入5%钯碳(18mg; 20wt%)。 将得到的悬浮液在室温下在氢气氛下搅拌18小时。 然后将悬浮液通过硅藻土过滤,蒸发滤液,得到3-甲氧基-1,2-苯二胺(73mg,100%)。
参考文献:
- [1] Patent: WO2006/50506, 2006, A1. Location in patent: Page/Page column 126 [2] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 11, p. 3441 - 3444 [3] Patent: EP2168959, 2010, A1. Location in patent: Page/Page column 121 [4] Patent: EP2168960, 2010, A1. Location in patent: Page/Page column 61-62 [5] Patent: US2011/301170, 2011, A1. Location in patent: Page/Page column 29 [6] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 5, p. 1644 - 1658
合成路线 2(2. 合成:37466-89-0)
产率:94%
合成条件:With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 2 h;
实验步骤:在室温下,在氮气氛下,向2-甲氧基-6-硝基苯胺(4.75g,28.25minol)的甲醇(150mL)溶液中加入Pd / C(10%,500mg)。 将反应烧瓶抽真空并用氢气冲洗。 将反应混合物在室温下在H 2气氛下使用氢气球氢化2小时。 当反应完成时,将反应混合物通过硅藻土垫过滤,将滤液减压浓缩,得到3-甲氧基苯-1,2-二胺,为深红色油状物(3.66g,94%)。 MS:m / z = 139.1 [M + H]。
参考文献:
- [1] Patent: WO2017/106607, 2017, A1. Location in patent: Paragraph 00459 [2] Journal of Asian Natural Products Research, 2011, vol. 13, # 4, p. 330 - 340 [3] European Journal of Medicinal Chemistry, 2013, vol. 68, p. 222 - 232 [4] Journal of the Chemical Society, 1954, p. 2977 [5] Journal of Medicinal Chemistry, 2007, vol. 50, # 15, p. 3515 - 3527 [6] Patent: US2004/6119, 2004, A1. Location in patent: Page/Page column 17 [7] Patent: EP508800, 1992, A1 [8] Patent: US2007/10542, 2007, A1. Location in patent: Page/Page column 72 [9] Patent: US2004/19058, 2004, A1 [10] Patent: US6353010, 2002, B1. Location in patent: Page column 9 [11] Journal of Medicinal Chemistry, 2011, vol. 54, # 20, p. 7105 - 7126 [12] Patent: WO2012/40040, 2012, A1. Location in patent: Page/Page column 48 [13] Applied Organometallic Chemistry, 2014, vol. 28, # 6, p. 389 - 395 [14] Archives of Pharmacal Research, 2017, vol. 40, # 4, p. 469 - 479 [15] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6289 - 6304