ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Synthesis and characterization of one impurity in esomeprazole, an antiulcerative drug

Zhen-Tao Liu, Xia Meng, Shi-Min Fang, Li-Zhen Wang, Zhen-Zheng Wang, Geng Yang, Hong-Dong Duan, and Ai-You Hao

School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan, China

E-mail: hdduan67@163.com

Received: 18 January 2019  Accepted: 28 August 2019

Abstract:

During drug synthesis, control of impurities is very important to get high-qualified drugs. A number of studies have devoted to synthesize the impurities and study the structures to support the method of purification. In this paper, we first synthesize one impurity in esomeprazole, rel-2-[[(3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-6-methoxy-1H-benzimidazole, with readily available raw materials, simple operation procedures and relatively mild reaction. Besides, we characterized its structure by MS, IR, ¹H-NMR and HPLC analyses. The purity of target compound is as high as 99.58%, which can be used as the reference substance of the impurities of esomeprazole.

Keywords: Characterization; Esomeprazole; Impurity; Synthesis

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-019-00918-3

Chemical Papers 74 (3) 867–877 (2020)