About The Active Compounds Pgs032210 Of Cxcr3 Process Synthesis Research

The synthesis route of compound PGS032210, which has antagonist activity to CXCR3 and the related diseases, was optimized. It presented an un-expensive, less synthetic steps and higher yield synthetic protocol.From benzaldehyde, after condensation reduction, amination, deprotection, cyclization, reduction by AlLiH4, functional group protection, hydrogenation all 7 steps, it affords the key intermediates of tert-butyl-2-ethyl-5-methylpiperazine-1-carboxylate.1-(4-Chloro-benzoyl) piperidin-4-one was synthesized from 4-chlorobenzoyl chloride and piperidin-4-one. The another intermediates of methyl 5-chloro-6-methylpyrazine-2-carboxylate was synthesized from (Z)-2,3-diaminobut-2-enedinitrile and 2-oxopropanoic acid by cyclization, hydrolysis decarboxylation, esterification, chlorination. The final product was obtained by coupling with the two key intermediates, after de-protection and further coupling with 1-(4-chlorobenzoyl)-piperidin-4-one, then reacted with hydrazine hydrate, amidation and cyclization. The yield was improved, the cost was reduced and the process was optimized in the whole process of 14 steps.