3-氰基-4-苯基-1,4-二氢吡啶衍生物的合成

Synthesis of 3-Cyano-4-phenyl-1,4-dihydropyridines

1,4-二氢吡啶衍生物具有良好的生物活性,广泛应用于医药和农药领域。以3-氰基吡啶、溴化苄或溴化烷和苯基溴化镁为原料,经亲核反应合成一系列标题化合物。目标产物结构通过1^HNMR、13^CNMR和HRMS进行确证。对提高目标产物产率进行深入探索,结果表明,反应时间1~1.5 h、温度0℃、n(3-氰基吡啶)∶n(苯基溴化镁)=1∶1.3,且避光条件下能够有效提高产品产率,总产率为52%~73%。为后续1,4-二氢吡啶衍生物生理活性及其应用的研究提供依据。

1,4-Dihydropyridines have extensive biological activities,which can be widely used in the field of medicine and pesticides.3-Cyanopyridine,benzyl bromide or methyl bromide and phenylmagnesium bromide were used as raw materials to form a series of target products with good yield(52%~73%).The structures of the target products were confirmed by 1^HNMR,13^CNMR,HRMS.In order to improve the yield of the target products,its synthetic route was optimized based on the synthesis method previously reported.The reaction time,reaction temperature,whether or not to light and ratio of material mass can increase necleophilicreaction and total yield.The preferred conditions are obtained as follows:the material ratio of n(3-cyanopyridine)∶n(phenylmagnesium bromide)=1∶1.3,the reaction time of 1~1.5 h,the reaction temperature of 0℃and out of light.The experiment laid the foundation for the biological activity and application of 1,4-dihydropyridines derivatives.