化学合成。
化学合成
合成路线 1(1. 合成:61160-18-7)
产率:75%
合成条件:With ammonia In ethanolHeating / reflux
实验步骤:向2(13.8g,0.064mol)的乙醇(25mL)溶液中加入氨溶液(50mL)并回流过夜。 减压除去溶剂,然后加入水中,用浓盐酸调至pH1。 将含水混合物用乙酸乙酯(3x)洗涤,并用氢氧化钠(2M)将pH调节至pH 10。 水相用氯仿(3升)萃取,无水硫酸钠干燥,过滤,减压蒸发。 用甲醇/乙醚重结晶,得到棕色立方晶体,熔点162-164℃。 产量75%。 1H NMR(CDCl3)? 2.15(3H,s,CH3),5.03(2H,s,CH2Ph),6.35(1?,d,J = 6.9?z,5-H),7.25-7.31(5?,m,CH2PA),7.39( IH,d,J = 6.9Hz,6- / 2)。C13H13NO2。
参考文献:
- [1] Journal of Medicinal Chemistry, 1993, vol. 36, # 17, p. 2448 - 2458 [2] Journal of Heterocyclic Chemistry, 1992, vol. 29, # 4, p. 1017 - 1019 [3] Tetrahedron, 2001, vol. 57, # 16, p. 3479 - 3486 [4] Patent: WO2006/103463, 2006, A1. Location in patent: Page/Page column 9; Figure 2 [5] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 3, p. 1285 - 1297 [6] Dalton Transactions, 2012, vol. 41, # 35, p. 10784 - 10791 [7] Dalton Transactions, 2007, # 43, p. 5019 - 5030 [8] Patent: US2008/242706, 2008, A1. Location in patent: Page/Page column 32 [9] Canadian Journal of Chemistry, 1988, vol. 66, p. 123 - 131 [10] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 24, p. 4371 - 4374 [11] Journal of Medicinal Chemistry, 2006, vol. 49, # 1, p. 43 - 50 [12] Journal of Medicinal Chemistry, 2013, vol. 56, # 3, p. 1124 - 1135 [13] Patent: WO2006/116764, 2006, A1. Location in patent: Page/Page column 79-80 [14] Journal of Medicinal Chemistry, 1984, vol. 27, # 2, p. 160 - 164 [15] Patent: US5112968, 1992, A [16] Patent: EP336369, 1989, A1 [17] European Journal of Medicinal Chemistry, 2009, vol. 44, # 5, p. 2145 - 2157 [18] Patent: US2006/30619, 2006, A1. Location in patent: Page/Page column 16; 20-21 [19] Dalton Transactions, 2008, # 45, p. 6364 - 6367 [20] Patent: WO2013/153535, 2013, A1. Location in patent: Page/Page column 69