氟班色林的合成新方法

A Novel Synthetic Method for Flibanserin

本文通过醋酸碘苯促进的苯甲醛、N-苯基羟胺和三甲基氰硅烷的一锅法反应首先构建氟班色林的重要骨架苯并咪唑酮结构,随后,与1,2-二溴乙烷反应得到中间体8,接着在浓盐酸中水解,得到中间体9,最后与哌嗪盐酸盐10反应,以29%的总收率得到氟班色林11。所有化合物的结构经过1H NMR、13C NMR、HRMS表征。该方法具有原料价廉易得、副产物少、收率较高等特点。

A novel and efficient synthesis of flibanserin was reported. One pot reaction of benzaldehyde,Nphenyl hydroxylamine and trimethylsilyl cyanide promoted by diacetoxyiodobenzene was used to construct benzimidazolones,which is the key skeleton structure of flibanserin. Subsequently, it is reacted with 1,2-dibromoethane to generate compound 8,which hydrolyzed in concentrated hydrochloric acid to produce intermediate9. At last,intermediate 9 was reacted with 10 to obtain flibanserin with a total yield of 29%. The structure of all compounds was characterized by -1H NMR,-13C NMR and HRMS. This method has the advantages of inexpensive raw material,little byproduct and moderate yield.