An improved synthesis of telmisartan via the copper-catalyzed cyclization of o-haloarylamidines

A concise synthetic route was designed for making telmisartan. The key bis-benzimidazole structure was constructed via the copper-catalyzed cyclization of o-haloarylamidines. By adopting this approach, telmisartan was obtained in a 7-step overall yield of 54% starting from commercially available 3-m...

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Detalles Bibliográficos
Autores principales: Zhang, Junchi, Li, Rui, Zhu, Fuqiang, Sun, Changliang, Shen, Jingshan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9051534/
https://www.ncbi.nlm.nih.gov/pubmed/35493026
http://dx.doi.org/10.1039/d0ra00886a
Descripción
Sumario:A concise synthetic route was designed for making telmisartan. The key bis-benzimidazole structure was constructed via the copper-catalyzed cyclization of o-haloarylamidines. By adopting this approach, telmisartan was obtained in a 7-step overall yield of 54% starting from commercially available 3-methyl-4-nitrobenzoic acid, and the use of HNO(3)/H(2)SO(4) for nitration and polyphosphoric acid (PPA) for cyclization in the reported literatures were avoided.

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