6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline → HCID 10769927, compound

HRID 273986Notes

Reaction equation

HRID 273986 reaction equation
Br[CH:2]([CH2:28][CH2:29][CH3:30])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]([S:20][C:21]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=1)([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1)[C:8]#[N:9].[CH3:31][O:32][C:33]1[CH:34]=[C:35]2[C:40](=[CH:41][C:42]=1[O:43][CH3:44])[CH2:39][NH:38][CH2:37][CH2:36]2>>[CH3:19][O:18][C:12]1[CH:11]=[C:10]([C:7]([S:20][C:21]2[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=2)([CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:28][CH2:29][CH2:30][N:38]2[CH2:37][CH2:36][C:35]3[C:40](=[CH:41][C:42]([O:43][CH3:44])=[C:33]([O:32][CH3:31])[CH:34]=3)[CH2:39]2)[C:8]#[N:9])[CH:15]=[CH:14][C:13]=1[O:16][CH3:17]

Participants

3

Reactant 2

HCID 156236,7-Dimethoxy-1,2,3,4-TetrahydroisoquinolineHCID 19042100HCID 19042100, compound

Product 1

HCID 10769927HCID 10769927, compoundYield 20,041%

Procedure

The procedure of Example 3 is repeated using 0,836 g of α-(5-bromooctyl)-3,4-dimethoxy-α-[(4-methylphenyl)thio]benzeneacetonitrile and 0.675 g of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline. This affords 0,422 g of the desired product as a brown gum.

Sources & evidence

ORD record
ord-85a8ac0d77934e2d99ea8ff51fb0f4ae
Source dataset
uspto-grants-1995_02
Patent number
US05387685

Reaction notes

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