N^(6)-芳基嘌呤衍生物的合成

Synthesis of N^(6)-Arylpurine Derivatives

N^(6)-芳基嘌呤衍生物具有良好的生物活性,是生物活性分子的重要基础骨架。本文以6-氯嘌呤为原料,经过9位烷基化反应得到9-取代-6-氯嘌呤,进一步利用芳胺类化合物取代嘌呤6位氯原子,成功探索出一条简洁、高效合成N^(6)-芳基嘌呤衍生物的路线,并利用该方法制备了11个N^(6)-芳基嘌呤衍生物,表明该路线具有良好的官能团耐受性,所得关键中间体和产物结构经^(1)H NMR、^(13) C NMR及HRMS确证。该方法的成功探索,为新型嘌呤类生物活性物质的合成提供可行的技术参考。

N^(6)-arylpurine derivatives have good biological activity and are important basic skeleton of bioactive molecules.In this paper,9-substituted-6-chloropurine was synthesized by using 6-chloropurine as raw material via alkylation at 9-position.Furthermore,aromatic amines were used to replace 6-position chlorine atom of purine.A simple and efficient route for the synthesis of N^(6)-arylpurine derivatives has been successfully explored,and eleven N^(6)-arylpurine derivatives have been prepared by this method,which shows that this route has good functional group tolerance.The structures of the key intermediates and products were confirmed by ^(1)H NMR、^(13) C NMR and HRMS.The successful exploration of this method provides a feasible technical reference for the synthesis of novel purine bioactive substances.