Citation: Zhou Ai-Nan, Li Bonan, Ruan Lejun, Wang Yeting, Duan Gengli, Li Jianqi. An improved and practical route for the synthesis of enzalutamide and potential impurities study[J]. Chinese Chemical Letters, ;2017, 28(2): 426-430. doi: 10.1016/j.cclet.2016.09.007 shu

An improved and practical route for the synthesis of enzalutamide and potential impurities study

Zhou Ai-Nan ^a,b ,
Li Bonan ^a,, ,
Ruan Lejun ^a ,
Wang Yeting ^a ,
Duan Gengli ^b ,
Li Jianqi ^a,,

a.
Novel Technology Center of Pharmaceutical Chemistry, Shanghai Institute of Pharmaceutical Industry, Shanghai 201203, China
b.
School of Pharmacy, Fudan University, Shanghai 201203, China

Corresponding author: Li Bonan, pkuthulbn@gmail.com Li Jianqi, lijianqib@126.com
Received Date: 27 June 2016
Revised Date: 31 August 2016
Accepted Date: 7 September 2016
Available Online: 21 February 2016

Figures(4)

An improved and practical synthesis of enzalutamide was accomplished in five steps. Starting from 4-bromo-2-fluoro-benzonic acid, a methyl esterification, Ullmann ligation, methyl esterification, ring closing reaction and final methyl amidation provided the target in 35% total yield with 99.8% purity. Five identified impurities were also synthesized. This efficient and economical procedure avoids the use of highly toxic reagents and multiple recrystallization operations, which is suitable for further industrialization.
- Enzalutamide,
- New route,
- High purity,
- Impurity
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