格列吡嗪的合成

Synthesis of Glipizide

4-(2-氨基乙基)苯磺酰胺与5-甲基吡嗪-2-羧酸缩合得N-[4-(氨基磺酰基)苯基]乙基-5-甲基吡嗪-2-甲酰胺,然后与环己基异氰酸酯酯化制得降血糖药格列吡嗪,总收率约84%。该法避免了繁琐的氨基保护与脱保护步骤,简化反应步骤,提高收率,且原料易得,后处理简单,工业化生产后已取得显著经济效益。

Glipizide, an antidiabetic agent, was synthesized from 4-（2-aminoethyl）benzenesulfonamide by condensation with 5-methylpyrazine-2-carboxylic acid to give 5-methyl-N-（4-sulfamoylphenethyl）pyrazine_2_ carboxamide, which was subjected to esterification with isocyanatocyclohexane with an overall yield about 84%. This synthetic method did not require the protection and deprotection of the amino group, which simplified the reaction steps, improved the yield and saved raw materials. Its work-up was also simple. This method has brought enormous economic benefits for the industrial production.