6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride → 2-[7-(3,4-Dimethoxyphenyl)-7-[(4-methylphenyl)thio]-heptyl]-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline

Participants

Role	Name	HCID	Charge
Reactant	6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride	HCID 6456035	—
Reactant	4-[6-Bromo-1-[(4-methylphenyl)thio]heptyl]-1,2-dimethoxybenzene	HCID 19042093	—
Product	2-[7-(3,4-Dimethoxyphenyl)-7-[(4-methylphenyl)thio]-heptyl]-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline	HCID 10792746	38%

Reaction Steps

The procedure of Example 49 is repeated using 5.22 g of 4-[6-bromo-1-[(4-methylphenyl)thio]heptyl]-1,2-dimethoxybenzene, 3.29 g of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride. This affords 2.49 g of the desired product as a yellow gum. MS(HI res): m/z Calcd for C33H43NO4S 549.29126 Found 549.291 Calcd for C33H43NO4S H2O C=69.81, H=7.99, N=2.47, S=5.64 Found C=70.19, H=7.83, N=2.41, S=5.70

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05561141
Source dataset	uspto-grants-1996_10
ORD ID	ord-20b1bd0fdb6c4517a6a1d6405925e644
Source note	uspto-grants-1996_10