2-Bromomethyl-4-(3,4-dimethoxyphenyl)-3-isovaleryl-6,7-dimethoxyquinoline → 4-(3,4-Dimethoxyphenyl)-3-isovaleryl-6,7-dimethoxy-2-[(1-methylimidazol-2-yl)thiomethyl]quinoline
Reaction equation
Br[CH2:2][C:3]1[C:12]([C:13](=[O:18])[CH2:14][CH:15]([CH3:17])[CH3:16])=[C:11]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=2)[C:10]2[C:5](=[CH:6][C:7]([O:31][CH3:32])=[C:8]([O:29][CH3:30])[CH:9]=2)[N:4]=1.[SH:33][C:34]1[N:35]([CH3:39])[CH:36]=[CH:37][N:38]=1>>[CH3:28][O:27][C:21]1[CH:20]=[C:19]([C:11]2[C:10]3[C:5](=[CH:6][C:7]([O:31][CH3:32])=[C:8]([O:29][CH3:30])[CH:9]=3)[N:4]=[C:3]([CH2:2][S:33][C:34]3[N:35]([CH3:39])[CH:36]=[CH:37][N:38]=3)[C:12]=2[C:13](=[O:18])[CH2:14][CH:15]([CH3:17])[CH3:16])[CH:24]=[CH:23][C:22]=1[O:25][CH3:26]Participants
3
Procedure
According to the same manner as that described in Example 4, 2-bromomethyl-4-(3,4-dimethoxyphenyl)-3-isovaleryl-6,7-dimethoxyquinoline was reacted with 2-mercapto-1-methylimidazole to give 4-(3,4-dimethoxyphenyl)-3-isovaleryl-6,7-dimethoxy-2-[(1-methylimidazol-2-yl)thiomethyl]quinoline. This compound was recrystallized from ethanol to give colorless prisms. mp. 152°-153° C.
Sources & evidence
- ORD record
- ord-e1e46db3344b453198ada29d2ad0638d
- Source dataset
- uspto-grants-1997_06
- Patent number
- US05641788
Reaction notes
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