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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 46, 2016 - Issue 16
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Original Articles

New synthesis route for the preparation of pomalidomide

Daowei HuangNovel Technology Center of Pharmaceutical Chemistry, Shanghai Institute of Pharmaceutical Industry, Shanghai, China;Shanghai Engineering Research Center of Pharmaceutical Process, Shanghai, China
,
Chengwu ShenShandong Provincial Hospital, Shandong University, Jinan, China
,
Wenya WangNovel Technology Center of Pharmaceutical Chemistry, Shanghai Institute of Pharmaceutical Industry, Shanghai, China;Shanghai Engineering Research Center of Pharmaceutical Process, Shanghai, China
,
Lei HuangNovel Technology Center of Pharmaceutical Chemistry, Shanghai Institute of Pharmaceutical Industry, Shanghai, China;Shanghai Engineering Research Center of Pharmaceutical Process, Shanghai, China
,
Feng NiNovel Technology Center of Pharmaceutical Chemistry, Shanghai Institute of Pharmaceutical Industry, Shanghai, China;Shanghai Engineering Research Center of Pharmaceutical Process, Shanghai, China
&
Jianqi LiNovel Technology Center of Pharmaceutical Chemistry, Shanghai Institute of Pharmaceutical Industry, Shanghai, China;Shanghai Engineering Research Center of Pharmaceutical Process, Shanghai, ChinaCorrespondence[email protected]
Pages 1343-1348 | Received 21 Jan 2016, Published online: 03 Aug 2016
 
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ABSTRACT

A new route for the preparation of pomalidomide is described in the study. The synthetic procedure starts from 4-nitroisobenzofuran-1,3-dione and 3-aminopiperidine-2,6-dione hydrochloride via a three-step reaction resulting in a total yield of 65% with a high-performance liquid chromatographic (HPLC) purity of 99.56% and a low palladium residue level of 2 ppm. This method can be deemed as an efficient, practical, and environmentally friendly synthetic route for the preparation of pomalidomide.

GRAPHICAL ABSTRACT

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