1,2,3,4-Tetrahydro-6,7,8-trimethoxyisoquinoline → 2-[7-(3,4-Dimethoxyphenyl)-7-[(4-methylphenyl)thio]heptyl]-1,2,3,4-tetrahydro-6,7,8-trimethoxyisoquinoline
Reaction equation
Br[CH:2]([CH3:26])[CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=1)[S:8][C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1.COC1C=C2C(=CC=1OC)CNC2.[CH3:40][O:41][C:42]1[CH:43]=[C:44]2[C:49](=[C:50]([O:54][CH3:55])[C:51]=1[O:52][CH3:53])[CH2:48][NH:47][CH2:46][CH2:45]2>>[CH3:25][O:24][C:18]1[CH:17]=[C:16]([CH:7]([S:8][C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:26][N:47]2[CH2:46][CH2:45][C:44]3[C:49](=[C:50]([O:54][CH3:55])[C:51]([O:52][CH3:53])=[C:42]([O:41][CH3:40])[CH:43]=3)[CH2:48]2)[CH:21]=[CH:20][C:19]=1[O:22][CH3:23]Participants
4
Reactant 3
Product 1
Procedure
The procedure of Example 49 is repeated using 5.31 g 4-[6-bromo-1-[(4-methylphenyl)thio]heptyl]-1,2-dimethoxybenzene, 3.29 g of 5,6-dimethoxyisoindoline and 2.65 g of 6,7,8-trimethoxy-1,2,3,4-tetrahydroisoquinoline. This affords 4.52 g of the desired product as a yellow oil.
Sources & evidence
- ORD record
- ord-40f69a31b6634ba6966d8fa3f5f32a00
- Source dataset
- uspto-grants-1996_10
- Patent number
- US05561141
Reaction notes
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