6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride → alpha-(Cyclohexylthio)-alpha-(3,4-dimethoxyphenyl)-3,4-dihydro6,7-dimethoxy-2(1H)-isoquinolineheptane nitrile

Participants

Role	Name	HCID	Charge
Reactant	6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride	HCID 6456035	—
Reactant	alpha-(5-Chloropentyl)-alpha-(cyclohexylthio)-3,4-dimethoxy-benzeneacetonitrile	HCID 11795020	—
Product	alpha-(Cyclohexylthio)-alpha-(3,4-dimethoxyphenyl)-3,4-dihydro6,7-dimethoxy-2(1H)-isoquinolineheptane nitrile	HCID 10530747	66.3%

Reaction Steps

The procedure of Example 3 is repeated using 2.7 g of α-(5-chloropentyl)-α-(cyclohexylthio)-3,4-dimethoxybenzeneacetonitrile and 2.53 g of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride. This affords 2.5 g of the desired product as a light yellow oil. MS(CI): m/z 553(MH+). Calcd for C32H44N2SO4 : C=69.53, H=8.02, N=5.07, S=5.80 Found C=69.39, H=8.26, N=4.78, S=5.50

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05561141
Source dataset	uspto-grants-1996_10
ORD ID	ord-e57e79d25b8745fa8b3642e64d0d981d
Source note	uspto-grants-1996_10