Org-25543

Chemical Name: 4-Benzyloxy-N-[1-(dimethylamino)cyclopentylmethyl]-3,5-dimethoxybenzamide
项目整合开发状态: Preclinical
项目研究机构: Organon (Originator)
合成路线:Aminonitrile (II) was prepared by Strecker reaction of cyclopentanone (I) with potassium cyanide and dimethylamine hydrochloride.Subsequent reduction of (II) with alane,generated in situ from LiAlH4 and H2SO4,produced diamine (III).

合成路线:Alkylation of methyl 4-hydroxy-3,5-dimethoxybenzoate (IV) with benzyl bromide afforded the corresponding 4-benzyloxy derivative (V).After basic hydrolysis of the methyl ester group of (V),the resultant carboxylic acid (VI) was converted to acid chloride (VII) using thionyl chloride in refluxing toluene.Then,acylation of diamine (III) with acid chloride (VII) afforded the title amide.