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Short Paper | Regular issue | Vol 85, No. 12, 2012, pp.2999-3006
Published online, 12th October, 2012
DOI: 10.3987/COM-12-12583
The New Convenient Synthesis of 6-Fluoropurine and Its 7-/9-Unsubstituted Analogues

Mei Deng, Ning-Yu Wang, Guangming Xiang, and Luo-Ting Yu*

*State Key Laboratory of Biotherapy, West China Hospital, West China Medical School, Sichuan University, Chengdu 610041, China


6-Fluoropurine and its 7-/9-unsubstituted analogues have good biological activity and serve as important pharmaceutical intermediates. This paper describes a new and convenient synthesis of 6-fluoropurine and its 7-/9-unsubstituted analogues, by first replacing the chlorine atoms with trimethylammonio groups through the reaction of 6-chloropurine and its 7-/9-unsubstituted analogues with trimethylamine, and then replacing the trimethylammonio groups with fluorine atoms using safe and cheap TBAF·3H2O as fluorinating agent at room temperature. Compared with reported methods, the new synthesis has milder conditions, shorter reaction times, simpler post-processing and higher (or similar) yields.