化学合成。
化学合成
合成路线 1(1. 合成:56759-32-1)
产率:100%
合成条件:With N-Bromosuccinimide In acetonitrile at 20℃; for 20 h; Cooling with ice
实验步骤:实施例23 4-乙酰基-2- {4- [2-(四氢吡喃-4-基氧基)乙氧基]苯基氨基}苄腈(23a)1-(4-氨基-3-溴苯基)乙酮1-(4-氨基苯基)乙酮( 将10.0g,74.0mmol)溶解在乙腈(50mL)中,在冰冷却下,滴加N-溴代琥珀酰亚胺(13.8g,77.7mmol)的乙腈溶液(30mL),在室温下搅拌混合物。 室温20小时。 减压蒸发反应混合物的溶剂,并将获得的残余物溶于乙酸乙酯中。 依次用饱和碳酸氢钠水溶液和饱和盐水洗涤有机层,并用无水硫酸钠干燥。 减压蒸发溶剂,得到标题目标化合物,为黄色粉末(15.8g,收率100%)。 1H-NMR(CDCl3,400MHz)δ:2.49(3H,s),4.52-4.70(2H,br),6.73(1H,d,J = 8.5Hz),7.73(1H,dd,J = 8.5,1.9) Hz),8.05(1H,d,J = 1.9Hz)。
参考文献:
- [1] Patent: US2016/207883, 2016, A1. Location in patent: Paragraph 0644-0646 [2] Synthetic Communications, 2009, vol. 39, # 2, p. 215 - 219 [3] Chemistry - A European Journal, 2017, vol. 23, # 69, p. 17463 - 17468 [4] Journal of Labelled Compounds and Radiopharmaceuticals, 2016, vol. 59, # 13, p. 552 - 556 [5] Agricultural and Biological Chemistry, 1984, vol. 48, # 11, p. 2883 - 2888 [6] Journal of Labelled Compounds and Radiopharmaceuticals, 2016, vol. 59, # 13, p. 546 - 551 [7] Patent: US2007/249649, 2007, A1. Location in patent: Page/Page column 77-78 [8] Journal of Chemical Research, Synopses, 1995, # 11, p. 457 [9] Patent: WO2015/50471, 2015, A1. Location in patent: Paragraph 00121; 00122 [10] Patent: US4404222, 1983, A [11] Patent: US4407819, 1983, A [12] Patent: WO2007/124345, 2007, A2. Location in patent: Page/Page column 8-9 [13] Chemistry - A European Journal, 2011, vol. 17, # 49, p. 13665 - 13669 [14] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7360 - 7377 [15] Patent: WO2015/20553, 2015, A1. Location in patent: Paragraph 00128 [16] Patent: WO2015/50472, 2015, A1. Location in patent: Paragraph 00125; 00126 [17] Journal of the American Chemical Society, 2016, vol. 138, # 40, p. 13147 - 13150 [18] Advanced Synthesis and Catalysis, 2017, vol. 359, # 7, p. 1144 - 1151 [19] Chinese Journal of Chemistry, 2018, vol. 36, # 9, p. 815 - 818