Synthesis 2020; 52(02): 273-280
DOI: 10.1055/s-0039-1690248
paper
© Georg Thieme Verlag Stuttgart · New York

A Concise and Efficient Approach to 2,6-Disubstituted 4-Fluoro­pyrimidines from α-CF3 Aryl Ketones

Fangran Liu
a   Department of Chemistry, Shanghai University, 99 Shang Da Road, Shanghai 200444, P. R. of China   Email: qianqun@shu.edu.cn
b   State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, P. R. of China   Email: chyang@simm.ac.cn
,
Xiaofei Zhang
b   State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, P. R. of China   Email: chyang@simm.ac.cn
,
Qun Qian
a   Department of Chemistry, Shanghai University, 99 Shang Da Road, Shanghai 200444, P. R. of China   Email: qianqun@shu.edu.cn
,
Chunhao Yang
b   State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, P. R. of China   Email: chyang@simm.ac.cn
› Author Affiliations
This study was financially supported by the National Natural Science Foundation of China (81872722), Science and Technology Commission of Shanghai Municipality (18431907100), Shanghai Sailing Program (17YF1423400), and SKLDR/Shanghai Institute of Materia Medica (SIMM) (SIMM1601ZZ-03).
Further Information

Publication History

Received: 30 August 2019

Accepted after revision: 21 October 2019

Publication Date:
06 November 2019 (online)


Abstract

Herein, a concise and efficient protocol to synthesize a series of 2,6-disubstituted 4-fluoropyrimidines as universal and useful building blocks in medicinal chemistry is reported. From readily accessible α-CF3 aryl ketones and different amidine hydrochlorides, this method provides a very practical approach to this kind of compounds under mild conditions with good to excellent yields.

Supporting Information