A Scalable and Facile Process for the Preparation of N-(Pyridin-4-yl) Piperazine-1-Carboxamide Hydrochloride. (March 2016)

• Record Type: Journal Article
• Authors: Wei, Daiyan; Chen, Ligong; Yan, Xilong; Li, Yang; Li, Jianye; Wang, Donghua
• Is Part Of: Journal of chemical research. Volume 40:Number 3(2016)
• Page Start: 152
• Page End: 155
• Publication Date: 2016-03
• Subjects: N-(pyridin-4-yl)piperazine-1-carboxamide hydrochloride -- Rho kinase inhibitor -- asymmetric urea -- N, N′-carbonyldiimidazole; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751916X14546711471143
• Languages: English
• ISSNs: 1747-5198

Abstract

A scalable and facile synthetic process for N -(pyridin-4-yl)piperazine-1-carboxamide hydrochloride, a novel Rho kinase inhibitor with an unsymmetrical urea structure currently under investigation for the treatment of central nervous system disorders, was established. After optimisation of the reaction conditions, N -(pyridin-4-yl)piperazine-1-carboxamide hydrochloride was synthesised from 4-aminopyridine and N, N ′-carbonyldiimidazole through acylation, deprotection and salt formation. This new procedure affords the product in 53% overall yield with high purity and it can be easily scaled up for production.