Gepirone hydrochloride, ORG-33062, MJ-13805, BMY-13805, Variza, Ariza

4,4-二甲基-1-[4-(4-嘧啶-2-嘌哌嗪-1-基)丁基]哌啶-2,6-二酮盐酸盐 吉哌隆 Chemical Name: 4,4-Dimethyl-1-[4-[4-(2-pyrimidinyl)piperazin-1-yl]butyl]piperidine-2,6-dione hydrochloride
CAS No. 83928-66-9, 83928-76-1 (free base)
项目整合开发状态: Pre-Registered
项目研究机构: Bristol-Myers Squibb (Originator), Organon (Not Determined)
合成路线:The quaternary salt (II),prepared from 1-(pyrimidin-2-yl)piperazine (I) and 1,4-dibromobutane (A),undergoes reaction with 3,3-dimethylglutarimide (III) in the presence of potassium carbonate in refluxing xylene to afford the free base (IV),which is isolated by acid extraction and basification of the extract.Treatment of the free base with HCl in isopropanol affords ttle compound as the monohydrochloride.

合成路线:This compound has been obtained by two related ways:The reduction of 4-[4-(2-pyrimidinyl)piperazin-1-yl]butyronitrile (I) by means of RaNi and hydrazine in isopropanol gives 4-[4-(2-pyrimidinyl)piperazin-1-yl]butylamine (II),which is then condensed with 3,3-dimethylglutaric anhydride (III) in refluxing xylene or refluxing toluene to yield the target glutarimide derivative.Alternatively,the condensation of N-(4-bromobutyl)-3,3-dimethylglutarimide (IV) with 1-(2-pyrimidinyl)piperazine (V) by means of K2CO3 in refluxing acetonitrile also yields the target glutarimide derivative.