(3,5,6-三甲基吡嗪-2-基)甲胺的合成

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

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.