摘要
以2-氨基-5-甲基吡啶为原料,经溴代、环合、水解及酰胺化反应合成了8-溴-6-甲基-2-(1-吡咯烷基羰基)咪唑并[1,2-a]吡啶,总收率32.82%,其结构经1H-NMR和MS确证,并用X-单晶衍射法测定了其晶体结构。结果表明:待测物块状晶体a(CCDC:2039002)属三斜晶系,空间群P-1,晶胞参数a=6.3447(2)A,b=8.6251(3)A,c=11.4553(4)A,β=88.2300(10)°,V=624.47(4)A3,Z=2,Rgt(F)=0.0261,ωRref(F2)=0.0637,F(000)=314,μ=3.283 mm^(-1)。该路线反应条件温和、后处理简便且收率较高,适合工业化生产。
The title compound is an important pharmaceutical intermediate,which is fist obtained through bromination,cyclization and hydrolysis and amidation reaction from 5-methylpyridin-2-amine.The total yield was 32.82%.The structure was confirmed by 1H-NMR,MS and the molecularstructure was determined by X-single crystal diffraction.The results show that the title compound a(CCDC:2039002)belongs to triclinic system,space groupP-1,unit cell parametersa=6.3447(2)A,b=8.6251(3)A,c=11.4553(4)A,β=88.2300(10)°,V=624.47(4)A3,Z=2,Rgt(F)=0.0261(2256),ωRref(F2)=0.0637(2512),F(000)=314,μ=3.23 mm^(-1).This route has the advantages of mild reaction conditions,simple post-treatment and high yield,which is a synthetic route suitable for industrial production.
作者
毛顺艺
高婷
骆荣双
刘春江
柴慧芳
赵春深
MAO Shun-yi;GAO Ting;LUO Rong-shuang;LIU Chun-jiang;CHAI Hui-fang;ZHAO Chun-shen(School of Pharmaceutical Sciences,Guizhou University,Guiyang 550025,China;Guizhou Engineering Laboratory for Synthetic Drugs,Guiyang 550025,China;School of Pharmaceutical Sciences,Guizhou University of Traditional Chinese Medicine,Guiyang 550025,China)
出处
《广州化学》
CAS
2021年第3期47-53,共7页
Guangzhou Chemistry
基金
贵州中医药大学2018年度学术新苗培养及创新探索专项项目培育项目计划(黔科合平台人才[2018]5766号-14)。