5-溴-2,3-二氢异吲哚-1-酮为酮类衍生物,可用作医药中间体,如可用于制备苯并氮杂卓衍生物。
医药中间体
路线1:
- 原料:4-溴-2-溴甲基苯甲酸甲酯
- 步骤:将4-溴-2-溴甲基苯甲酸甲酯悬浮于2M氨的甲醇溶液和浓氢氧化铵中,反应18小时;反应完成后过滤收集固体产物。
- 条件:With ammonia In methanol; water for 18 h
- 收率:90%
- 产物表征:1H NMR(300MHz,CDCl3):δ7.68(m,3H),4.44(s,2H)
- 参考文献:[1] Patent: WO2006/20879, 2006, A1. Location in patent: Page/Page column 66-67;[2] Patent: WO2015/52264, 2015, A1. Location in patent: Paragraph 0637; 0638;[3] Patent: WO2008/23161, 2008, A1. Location in patent: Page/Page column 121;[4] Patent: WO2005/73205, 2005, A1. Location in patent: Page/Page column 25;[5] Patent: US2007/49603, 2007, A1. Location in patent: Page/Page column 91-92;[6] Patent: WO2011/134468, 2011, A1. Location in patent: Page/Page column 132;[7] Patent: WO2014/28968, 2014, A1. Location in patent: Page/Page column 63;[8] Patent: WO2015/92713, 2015, A1. Location in patent: Page/Page column 571;[9] Patent: US2009/286798, 2009, A1. Location in patent: Page/Page column 28-29;[10] Patent: WO2007/138072, 2007, A2. Location in patent: Page/Page column 82;[11] Patent: WO2013/148603, 2013, A1. Location in patent: Paragraph 0228-0229;[12] Patent: US2003/199511, 2003, A1. Location in patent: Page/Page column 26;[13] Patent: WO2008/51493, 2008, A2. Location in patent: Page/Page column 140;[14] Patent: WO2015/81891, 2015, A1. Location in patent: Page/Page column 136; 137;[15] Patent: WO2008/65199, 2008, A1. Location in patent: Page/Page column 75
路线2:
- 原料:4-溴-2-溴甲基苯甲酸甲酯
- 步骤:将4-溴-2-溴甲基苯甲酸甲酯用甲醇氨处理,在90℃下搅拌0.08小时;冷却至室温后,形成沉淀,过滤收集并用少量甲醇洗涤。
- 条件:With ammonia In methanol at 90℃; for 0.08 h
- 收率:65%
- 产物表征:1H-NMR(400MHz,4-DMSO)δ(ppm)4.41(2H,s),7.64(1H,d),7.70(1H,d),7.87(1H,s),8.67(1H,br s);LCMS Rt 2.49 min,(99.6%),m/z(APCI)212(M+H+)
- 参考文献:[1] Patent: WO2007/131991, 2007, A1. Location in patent: Page/Page column 91;[2] Patent: WO2011/134468, 2011, A1;[3] Patent: WO2014/28968, 2014, A1;[4] Patent: WO2015/92713, 2015, A1;[5] Patent: WO2007/138072, 2007, A2