合成路线1

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.