化学合成,医药中间体。
医药
合成路线 1(1. 合成:37669-64-0)
产率:95%
合成条件:With sodium tetrahydroborate In methanol at 0℃; for 1 h;
实验步骤:在0℃下,将硼氢化钠(2.2g,59.1mmol)加入到5-溴 - 吡啶-3-甲醛(10.0g,53.7mmol)的MeOH(100mL)悬浮液中。 将混合物在0℃下搅拌1小时,然后通过加入水(5.0mL)淬灭。 蒸发溶剂,得到浅黄色油状物,将其重新溶解在EtOAc中并用水洗涤。 用无水物干燥有机层。 过滤并真空浓缩Na 2 SO 4,得到标题化合物(9.6g,95%),为无色油状物。 MS:188.0和190.0(M + H +)。
参考文献:
- [1] Patent: WO2013/79452, 2013, A1. Location in patent: Page/Page column 143 [2] Patent: US2013/143863, 2013, A1. Location in patent: Paragraph 1076; 1077; 1078 [3] Journal of Medicinal Chemistry, 2016, vol. 59, # 10, p. 4913 - 4925 [4] Patent: US2013/267495, 2013, A1. Location in patent: Paragraph 0454-0455 [5] Patent: US2013/296302, 2013, A1. Location in patent: Paragraph 0549 [6] Patent: US2014/194441, 2014, A1. Location in patent: Paragraph 0426 [7] Patent: US2016/68548, 2016, A1. Location in patent: Paragraph 0829 [8] Patent: US2016/68550, 2016, A1. Location in patent: Paragraph 1095 [9] Patent: WO2016/40193, 2016, A1. Location in patent: Paragraph 0742 [10] Patent: WO2017/23989, 2017, A1. Location in patent: Paragraph 0640; 0641 [11] Patent: WO2017/23975, 2017, A1. Location in patent: Paragraph 0644; 0645 [12] Patent: WO2017/23993, 2017, A1. Location in patent: Paragraph 0649; 0650 [13] Patent: WO2017/24021, 2017, A1. Location in patent: Paragraph 0663; 0664 [14] Patent: WO2017/23987, 2017, A1. Location in patent: Paragraph 0644; 0645 [15] Patent: WO2017/24013, 2017, A1. Location in patent: Paragraph 0663; 0664 [16] Patent: WO2017/24004, 2017, A1. Location in patent: Paragraph 0645 [17] Patent: WO2017/24025, 2017, A1. Location in patent: Paragraph 0645 [18] Patent: WO2017/24003, 2017, A1. Location in patent: Paragraph 0644; 0645 [19] Patent: WO2017/24010, 2017, A1. Location in patent: Paragraph 047; 048 [20] Patent: WO2017/23981, 2017, A1. Location in patent: Paragraph 0644; 0645 [21] Patent: WO2017/23986, 2017, A1. Location in patent: Paragraph 0667; 0668 [22] Patent: WO2017/24015, 2017, A1. Location in patent: Paragraph 040 [23] Patent: WO2017/23984, 2017, A1. Location in patent: Paragraph 0644 [24] Patent: WO2017/23973, 2017, A1. Location in patent: Paragraph 0666 [25] Patent: WO2017/23980, 2017, A1. Location in patent: Paragraph 0645 [26] Patent: WO2017/23988, 2017, A1. Location in patent: Paragraph 0641 [27] Patent: WO2017/23996, 2017, A1. Location in patent: Paragraph 0644-0645 [28] Patent: WO2017/24026, 2017, A1. Location in patent: Paragraph 0648; 0649 [29] Patent: US2016/75701, 2016, A1. Location in patent: Paragraph 0852; 0853 [30] Patent: US2016/68547, 2016, A1. Location in patent: Paragraph 0830; 0831 [31] Patent: US2016/68551, 2016, A1. Location in patent: Paragraph 0829 [32] Patent: US2016/68529, 2016, A1. Location in patent: Page/Page column 0831 [33] Patent: US2016/90380, 2016, A1. Location in patent: Paragraph 0853 [34] Patent: US2008/171754, 2008, A1. Location in patent: Page/Page column 90 [35] Journal of Medicinal Chemistry, 2008, vol. 51, # 16, p. 5064 - 5074 [36] Patent: WO2009/156462, 2009, A2. Location in patent: Page/Page column 186 [37] Patent: WO2013/40215, 2013, A1. Location in patent: Paragraph 00267 [38] Patent: WO2018/75858, 2018, A1. Location in patent: Paragraph 0299; 0300