6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride → alpha-(3,4-Dimethoxyphenyl)-3,4-dihydro-6,7-dimethoxy alpha-[(4-methylphenyl)thio]-2(1H)-isoquinoline tridecanenitrile

Participants

Role	Name	HCID	Charge
Reactant	6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride	HCID 6456035	—
Reactant	alpha-(11-Bromoundecyl)-3,4-dimethoxy-alpha-[(4-methylphenyl)thio]benzeneacetonitrile	HCID 10673824	—
Product	alpha-(3,4-Dimethoxyphenyl)-3,4-dihydro-6,7-dimethoxy alpha-[(4-methylphenyl)thio]-2(1H)-isoquinoline tridecanenitrile	HCID 10675684	57.9%

Reaction Steps

The procedure of Example 3 is repeated using 3.14 g of α-(11-bromoundecyl)-3,4-dimethoxy-α-[(4-methylphenyl)thio]benzeneacetonitrile and 2.03 g of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride. This affords 2.2 g of the desired product as a light yellow oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05639887
Source dataset	uspto-grants-1997_06
ORD ID	ord-0c47798bed154118abfd821b13390daf
Source note	uspto-grants-1997_06