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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Scalable, Chromatography-Free Synthesis of 1,7-dimethylxanthine

Author(s): Shaoguang Sun*, Yucheng Jiang, Hui Mao and Shuya Cui*

Volume 21, Issue 6, 2024

Published on: 22 January, 2024

Page: [530 - 533] Pages: 4

DOI: 10.2174/0115701786269449231116062157

Price: $65

Abstract

1,7-dimethylxanthine is a critical intermediate in the pharmaceutical industry. In this paper, a scalable route for the synthesis of 1,7-dimethylxanthine was developed. The method included two steps: (1) acylation reaction of ethyl 4-amino-1-methyl-1H-imidazole-5- carboxylate was carried out by using commercially available methylcarbamoyl chloride as the starting material; (2) through cyclization of pyrimidine ring with aqueous sodium hydroxide, 1,7- dimethylxanthine was obtained with a total yield of 80%, and its HPLC purity was 99% by area. The method is very efficient and readily adaptable to kilogram scale, and because of the cyclization reaction process in aqueous conditions, this route is worthy of exploration for industrial application.

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