Novel and practical synthesis of vonoprazan fumarate. Issue 12 (18th June 2017)

• Record Type: Journal Article
• Authors: Yu, Qian-Ying; Zeng, Huang; Yao, Kai; Li, Jian-Qi; Liu, Yu
• Is Part Of: Synthetic communications. Volume 47:Issue 12(2017)
• Page Start: 1169
• Page End: 1174
• Publication Date: 2017-06-18
• Subjects: Amide reduction -- novel and practical -- synthesis -- vonoprazan fumarate; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2017.1318924
• Languages: English
• ISSNs: 0039-7911

Abstract

ABSTRACT: A novel and practical strategy for the synthesis of vonoprazan fumarate1, a novel potassium-competitive acid blocker, has been developed. Vonoprazan fumarate was obtained through a four-step process starting from 5-(2-fluorophenyl)-1H-pyrrole-3-carboxylate and including ester hydrolyzing, methylamine substitution, sulfonyl chloride substitution, and amide reduction. Key to the strategy is the amide reduction taking a novel and practical protocol. The main advantages of this route include two parts: controllable impurity and acceptable overall yield. GRAPHICAL ABSTRACT: