Zolpidem tartrate, SL-80-0750-23N, Ambien CR, Myslee, Stilnoct, Ivadal, Ambien, Bikalm, Niotal, Stilnox

酒石酸唑吡坦 唑吡坦 Chemical Name: N,N,6-Trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide L-(+)-tartrate (2:1)
CAS No. 99294-93-6, 82626-48-0 (free base)
项目整合开发状态: Launched-1988
项目研究机构: Sanofi-Aventis (Originator), Altana Pharma (Licensee), Fujisawa (Licensee), Lorex (Licensee), Biovail (Formulation)
合成路线:N,N-Dimethyl-4-(4-methylphenyl)-4-oxobutyramide (I) with Br2 in HOAc gives the 3-bromo derivative (II),which is cyclized with 5-methylpyridine-2-amine (III) in either hot acetonitrile or 1,3-dimethyl-2-imidazolidinone to afford the imidazo-pyridine derivative (IV).Finally,the semitartrate salt is obtained by treatment of (IV) with tartaric acid in MeOH.Alternatively,the conversion of N,N-Dimethyl-4-(4-methylphenyl)-4-oxobutyramide (I) into the imidazo-pyridine derivative (IV) can be directly performed by first refluxing of (I) with HBr in dichloromethane,followed by reaction with Br2 and final treatment with a solution of 5-methylpyridine-2-amine (III) in acetonitrile.