新产品编号:1610985

Chemical Name: 2-(3,4-Dimethoxyphenyl)-7-[6-[2-(1H-imidazol-1-yl)ethoxy]-7-methoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]-2-(4-methylphenylsulfanyl)heptanenitrile
项目整合开发状态: Preclinical
项目研究机构: Wyeth Pharmaceuticals (Originator)
合成路线:Condensation of 2-chloro-2-(3,4-dimethoxyphenyl)acetonitrile (I) with p-thiocresol (II) in the presence of K2CO3 gave thioether (III).Alternatively,thioether (III) was obtained by reaction of the anion of (3,4-dimethoxyphenyl)acetonitrile (IV) with p-tolyl disulfide (V).Subsequent alkylation of (III) with 1-bromo-5-chloropentane using NaH in DMSO produced the 5-chloropentyl derivative (VI).This was finally condensed with tetrahydroisoquinoline (VII) to yield the title compound.

合成路线:Condensation of alpha-chloro-(3,4-dimethoxyphenyl)acetonitrile (I) with p-thiocresol (II) in the presence of K2CO3 gave thioether (III).Alternatively,thioether (III) was obtained by reaction of the anion of (3,4-dimethoxyphenyl)acetonitrile (IV) with p-tolyl disulfide (V).Subsequent alkylation of (III) with 1-bromo-5-chloropentane using NaH in DMSO produced the 5-chloropentyl derivative (VI).This was then condensed with tetrahydroisoquinoline (VII) to yield the tertiary amine (VIII).Alkylation of the phenolic hydroxyl group of (VIII) with 2-chloroethyl tosylate produced the 2-chloroethyl ether (IX).Finally,reactionof (IX) with imidazole (X) and NaH in DMF furnished the title compound.