化学合成。
医药中间体; 有机合成试剂
合成路线 1(1. 合成:189449-41-0)
产率:42%
合成条件:With sodium borohydrid; acetic acid In tetrahydrofuran; methanol
实验步骤:实施例5 4-氯-3-羟甲基吡啶在0℃下向4-氯-3-吡啶基羧基醛(140mg,1.0mmol)的THF(1mL)溶液中加入甲醇(1mL),然后分批加入 硼氢化钠(75mg,2.0mmol)。 1小时后,加入乙酸(0.15ml),在室温下用旋转蒸发仪将反应混合物蒸发至干。 将固体残余物在硅胶柱上色谱分离(1%MeOH /二氯甲烷),得到60mg(42%)标题化合物。 1H NMR(CDCl3)δ4.30(br s,1H),4.80(s,2H),7.30(d,1H,J = 5),8.34(d,1H,J = 5),8.62(s,1H)。
参考文献:
- [1] Synthesis, 1999, # 8, p. 1294 - 1296 [2] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 20, p. 5841 - 5863 [3] Tetrahedron, 2006, vol. 62, # 10, p. 2240 - 2246 [4] Journal of Medicinal Chemistry, 2002, vol. 45, # 13, p. 2832 - 2840 [5] Patent: US6025352, 2000, A [6] Patent: US6030965, 2000, A [7] Patent: US6057312, 2000, A [8] Patent: US6066630, 2000, A [9] Patent: US6087355, 2000, A [10] Patent: US5859256, 1999, A [11] Patent: EP1059293, 2000, A1 [12] Synlett, 2013, vol. 24, # 1, p. 49 - 52 [13] Organic and Biomolecular Chemistry, 2014, vol. 12, # 30, p. 5781 - 5788