化学合成。
化学合成
合成路线 1(1. 合成:53449-14-2)
产率:72%
合成条件:at 0 - 90℃; for 3 h;
实验步骤:向0mL烧瓶中加入浓硫酸(10mL),浓硝酸(5mL)和6b(10g,55.4mmol),在0℃下搅拌。将混合物加热并在90℃下搅拌3小时。 冷却至室温后,将混合物倒入冰水中,过滤,用水洗涤,干燥。 将粗产物从乙酸中重结晶,得到7-氯-6-硝基喹唑啉-4(3H) - 酮(6c),为浅黄色固体(9g,收率72%)。 熔点315e316℃; 1 H NMR(DMSO-d6,ppm):d 12.79(b,1H),8.67(s,1H),8.31(s,1H),8.01(s,1H)。
参考文献:
- [1] Medicinal Chemistry Research, 2013, vol. 22, # 9, p. 4096 - 4109 [2] European Journal of Medicinal Chemistry, 2018, vol. 147, p. 227 - 237 [3] Patent: CN108484574, 2018, A. Location in patent: Paragraph 0133; 0134; 0135 [4] Patent: CN103382182, 2016, B. Location in patent: Paragraph 0272; 0273; 0276; 0277 [5] Patent: WO2008/33747, 2008, A2. Location in patent: Page/Page column 129 [6] Patent: US2009/76022, 2009, A1. Location in patent: Page/Page column 74 [7] Patent: US2009/111772, 2009, A1. Location in patent: Page/Page column 73 [8] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 4, p. 545 - 548 [9] Patent: EP1229025, 2002, A1 [10] Patent: EP1990337, 2008, A1. Location in patent: Page/Page column 11 [11] Patent: US2008/300248, 2008, A1. Location in patent: Page/Page column 7 [12] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 24, p. 7988 - 7998 [13] Patent: CN103570738, 2016, B. Location in patent: Paragraph 0303; 0304; 0307