(3,5,6-三甲基吡嗪-2-基)甲胺的合成  

Synthesis of(3,5,6-Trimethylpyrazin-2-yl)methanamine

作　　者：徐小娜 张婧 王晓霞[1] 仝红娟 朱周静 XU Xiao-na;ZHANG Jing;WANG Xiao-xia;TONG Hong-juan;ZHU Zhou-jing(School of Pharmaceutical&Chemical Engineering,Xianyang Vocational Technical College,Xianyang 712000,China;Xianyang Key Laboratory of Molecular Imaging and Drug Synthesis,School of Pharmacy,Shaanxi Institute of International Trade&Commerce,Xianyang 712046,China)

机构地区：[1]咸阳职业技术学院医药化工学院,陕西咸阳712000 [2]咸阳市分子影像与药物合成重点实验室陕西国际商贸学院医药学院,陕西咸阳712046

出　　处：《精细化工中间体》2023年第3期27-29,37,共4页Fine Chemical Intermediates

基　　金：陕西省自然科学基础研究计划(面上)项目(2022JM-561);咸阳职业技术学院博士科研基金项目(2021BK01);陕西国际商贸学院“中药药效物质研究”创新团队资助项目(SSY18TD02)。

摘　　要：报道一种川芎嗪衍生物(3,5,6-三甲基吡嗪-2-基)甲胺的合成方法。以(3,5,6-三甲基吡嗪-2-基)甲醇(2)为原料,与叠氮磷酸二苯酯(DPPA)反应得到2-叠氮甲基-3,5,6-三甲基吡嗪(3),再经钯/碳加氢还原得到目标化合物。产物及中间体结构经^(1)H NMR、^(13)C NMR、IR和ESI-MS表征确证。结果表明,叠氮化反应的优化条件为n(DPPA)∶n(2)=1.2∶1.0、反应温度25℃、反应时间5 h,还原反应的优化条件为反应溶剂甲醇、钯碳用量为3质量的10%、反应时间1 h。The process for the synthesis of Ligustrazine derivative(3,5,6-trimethylpyrazin-2-yl)methanamine was reported.The intermediate 2-azide methyl-3,5,6-trimethylpiperazine(3)was obtained from the reaction of(3,5,6-trimethylpyrazin-2-yl)methanol(2)with DPPA.Then,the target compound was obtained through Pd/C hydroreduc-tion.The structure of the product and intermediate were characterized by^(1)H NMR,^(13)C NMR,IR and ESI-MS.The reaction conditions were investigated and found that the optimum conditions for azide reaction were as followings:the ratio of n(DPPA):n(2)at 1.2:1.0,the reaction time of 5 h at 25℃.The optimum conditions for reduction reac-tion were as following:methanol as the reaction solvent,10%of the mass of 3 as the dosage of Pd/C,and the reaction time of 1 h.

关 键 词：川芎嗪衍生物 叠氮化反应 还原反应 

分 类 号：TQ463[化学工程—制药化工]