2-氨基/乙酰氨基-7-溴-1,8-萘啶衍生物的合成

摘要

Six novel 2-amino/acetamido-7-bromo-1,8-naphthyridine derivatives named L1-L6 were successfully obtained by a facile synthesis from 2-amino/acetamido-7-hydroxy-1,8-naphthyridine. Free radical substitution reaction occured at high temperature or longer reaction time. And the synthetic conditions(temperature,reaction time,FeCl3 quencher)were evaluated. The synthetic condi-tions for L1,L2,L3,L5 were 60℃(10min)and FeCl3 quencher could be added to ensure the yield with high temperature or pro-longed reaction time. The synthetic conditions were 100℃(30min)for compound L4 and L6. Under the synthetic conditions,the yield of L1-L6 was up to 57. 2%、61. 5%、56. 8%、46. 8%、62. 7%and 53. 8%,respectively.%以2-氨基/乙酰氨基-7-羟基-1,8-萘啶为原料和POBr3反应,简单高效合成得到六个7-溴代1,8-萘啶衍生物L1-L6.反应在较高温度或延长反应时间下易产生自由基取代反应,通过对影响2-溴代1,8-萘啶产物产率的反应条件(反应温度、反应时间、有无自由基猝灭剂)进行优化,得到各7-溴代1,8-萘啶衍生物的最佳合成条件.化合物L1、L2、L3、L5的最佳合成条件为60℃(10min),若高温或延长时间反应,可加FeCl3抑制自由基以保证产率;化合物L4、L6的最佳条件为100℃(30min).优化的条件下,各7-溴代1,8-萘啶衍生物产率分别为57.2%、61.5%、56.8%、46.8%、62.7%和53.8%.