摘要
研究了6-溴-N-[3-氯-4-(3-氟苄氧基)苯基]噻吩[2,3-d]并嘧啶-4-胺的合成新方法.以相对廉价的2,5-二羟基-1,4-二噻烷和丙二腈为原料,依次通过Gewald反应、芳环溴代、缩合、环合以及Dimroth重排四步反应得到目标产物6-溴-N-[3-氯-4-(3-氟苄氧基)苯基]噻吩[2,3-d]并嘧啶-4-胺,总产率为56.9%.用1H NMR,IR,MS和HRMS对产物进行了结构表征.并应用该方法,合成了一系列的6-溴-N-芳基噻吩[2,3-d]并嘧啶-4-胺类化合物.研究表明该方法具有原料易得、操作简便、收率较高,且产物容易分离纯化等优点.
In this paper,a novel synthetic method for 6-bromo-N-[3-chloro-4-（3-fluorobenzyloxy）phenyl]-thienopyrimidin-4-amine was reported,which began from cheap 2,5-dihydroxy-1,4-dithiane and malononitrile,following Gewald reaction,aromatic ring bromonation,condensation,cyclization and then Dimroth rearrangement reaction.The over yield was 56.9%.The structures of synthesized compounds were determined by 1H NMR,IR,MS and HRMS techniques.Employing the same synthetic method,a series of 6-bromo-N-arylthienopyrimidin-4-amine derivatives were synthesized.The results showed that the advantages of this method were simply available starting meterials,easily conducted procedure,relatively high yield,and easily purification of the products.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2011年第2期207-211,共5页
Chinese Journal of Organic Chemistry
基金
上海市科委(No.10dz2220500)资助项目
