Highly Efficient and Practical Synthesis of the Key Intermediate of Telmisartan

We reported herein an efficient and practical method to access 1,7′-dimethyl-2′-propyl-2,5′-bi­(1H-benzimidazole) 1, a key intermediate for the synthesis of telmisartan. The synthetic route was based on readily available o-methylaniline as the starting material, and the target product 1 was prepared...

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Bibliographic Details
Published in:Organic process research & development 2021-04, Vol.25 (4), p.1022-1027
Main Authors: Zhao, Jianhong, Xiong, Yicheng, Yang, Wu-Lin, Yang, Fan, Jin, Yu
Format: Article
Language:English
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Summary:We reported herein an efficient and practical method to access 1,7′-dimethyl-2′-propyl-2,5′-bi­(1H-benzimidazole) 1, a key intermediate for the synthesis of telmisartan. The synthetic route was based on readily available o-methylaniline as the starting material, and the target product 1 was prepared through a six-step process, including amidation, formylation, cyclization, hydrolysis, amidine, and oxidation. The overall yield for the preparation of 1 was 51.5% on the 100 g scale, with a purity of 99.91%. The salient features of this method include economic and easily available starting materials, operational simplicity, and environmentally friendly, which is suitable for the industrial production.
ISSN:1083-6160
1520-586X
DOI:10.1021/acs.oprd.1c00025