1-取代-3-碘-1H-吡唑并[3,4-d]嘧啶-4-胺的合成  

Synthesis of 1-substituted-3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

作　　者：李晓花[1] 张翠亚 朱周静 王恰如 王艳娇[1,2] LI Xiao-hua;ZHANG Cui-ya;ZHU Zhou-jing;WANG Qia-ru;WANG Yan-jiao(School of Pharmacy,Shaanxi Institute of International Trade&Commerce,Xianyang 712046,China;Xianyang Key Laboratory of Molecular Imaging and Drug Synthesis,Xianyang 712046,China)

机构地区：[1]陕西国际商贸学院医药学院,陕西咸阳712046 [2]咸阳市分子影像与药物合成重点实验室,陕西咸阳712046

出　　处：《化学工程师》2024年第5期17-19,25,共4页Chemical Engineer

基　　金：咸阳市分子影像与药物合成重点实验室项目(2021QXNL-PT-0008);陕西省教育厅2023年度一般专项科研计划项目(23JK0323)。

摘　　要：本研究报道一类1-取代-3-碘-1H-吡唑并[3,4-d]嘧啶-4-胺(1a~1e)的合成方法。以3-碘-1H-吡唑并[3,4-d]嘧啶-4-胺(2)为原料,分别与碘乙烷(3a)、碘甲烷(3b)、2-碘丙烷(3c)、碘代环丁烷(3d)及碘代环戊烷(3e)发生N-烷基化反应,得到5种1-取代-3-碘-1H-吡唑并[3,4-d]嘧啶-4-胺(1a~1e),产物结构经^(1)H NMR和ESI-MS确证。然后考察并确定该N-烷基化反应的适宜反应条件为:物料比为n(3a)∶n(2)=4∶1,N,N-二甲基甲酰胺为反应溶剂,碱为Cs_(2)CO_(3),反应温度为110℃。The synthesis of a class of 1-substituted-3-iodo-1H-pyrazolo[3,4-d]pyrimidine-4-amines(1a~1e)was reported.The N-alkylation reaction of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine(2)with iodoethane(3a),iodomethane(3b),2-iodopropane(3c),iodocyclobutane(3d)and iodocyclopentane(3e)was studied respectively,five kinds of 1-substituted-3-iodo-1H-pyrazolo[3,4-d]pyrimidine-4-amines(1a~1e)were obtained.And their structures were confirmed by^(1)H NMR and ESI-MS.The optimum conditions for N-alkylation were as follows:the mole ratio n(3a)∶n(2)=4∶1,N,N-dimethylformamide as solvent,cesium carbonate as base,and the reaction temperature was 110℃.

关 键 词：吡唑并[3 4-d]嘧啶衍生物 N-烷基化反应 条件优化 

分 类 号：O625.6[理学—有机化学]