Imidazole → 4-(3,4-Dimethoxyphenyl)-2-(1-imidazolylmethyl)-6,7-dimethoxy-3-valerylquinoline

HRID 1684596Notes

Reaction equation

Br[CH2:2][C:3]1[C:12]([C:13](=[O:18])[CH2:14][CH2:15][CH2:16][CH3:17])=[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.[NH:33]1[CH:37]=[CH:36][N:35]=[CH:34]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][C:34]3[NH:33][CH:37]=[CH:36][N:35]=3)[C:12]=2[C:13](=[O:18])[CH2:14][CH2:15][CH2:16][CH3:17])[CH:24]=[CH:23][C:22]=1[O:25][CH3:26]

Participants

Reactant 2

HCID 795Imidazole

HCID 190398812-Bromomethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-3-valerylquinoline

Product 1

HCID 701950374-(3,4-Dimethoxyphenyl)-2-(1-imidazolylmethyl)-6,7-dimethoxy-3-valerylquinoline

Procedure

According to the same manner as that described in Example 3, 2-bromomethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-3-valerylquinoline was reacted with imidazole to give 4-(3,4-dimethoxyphenyl)-2-(1-imidazolylmethyl)-6,7-dimethoxy-3-valerylquinoline. This compound was recrystallized from ethanol to give colorless prisms. mp. 156°-157° C.

Sources & evidence

ORD record: ord-b79b5fd835654ba9905c64ee9a7f1d62
Source dataset: uspto-grants-1997_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05641788

Reaction notes

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