6-Bromo-4-(3-methoxy-phenyl)2-methoxy-quinoline → (5-chloro-thiophen-2-yl)-[4-(3-methoxy-phenyl)-2-methoxy-quinolin-6-yl]-(3-methyl-3H-imidazol-4-yl)-methanol

HRID 1936303Notes

Reaction equation

HRID 1936303 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([O:12][CH3:13])[CH:6]=[C:5]2[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=1.[Cl:22][C:23]1[S:27][C:26]([C:28]([C:30]2[N:31]([CH3:35])[CH:32]=[N:33][CH:34]=2)=[O:29])=[CH:25][CH:24]=1>>[Cl:22][C:23]1[S:27][C:26]([C:28]([C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[N:8]=[C:7]([O:12][CH3:13])[CH:6]=[C:5]3[C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=2)([C:30]2[N:31]([CH3:35])[CH:32]=[N:33][CH:34]=2)[OH:29])=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 224653996-Bromo-4-(3-methoxy-phenyl)2-methoxy-quinolineHCID 22465441(5-chloro-thiophen-2-yl)-(3-methyl-3H-imidazol-4-yl)-methanone

Product 1

HCID 22465430(5-chloro-thiophen-2-yl)-[4-(3-methoxy-phenyl)-2-methoxy-quinolin-6-yl]-(3-methyl-3H-imidazol-4-yl)-methanolYield 80.2%

Procedure

Following the same procedure as that described in example 1E, 6-bromo-4-(3-methoxy-phenyl)-2-methoxy-quinoline (1 g, 2.91 mmol) and (5-chloro-thiophen-2-yl)-(3-methyl-3H-imidazol-4-yl)-methanone (0.78 g, 3.49 mmol) generated the title compound of 31A (1.147 g, 80.2% yield).

Sources & evidence

ORD record
ord-07abc0c11c484d5080832e7b8fc5cae4
Source dataset
uspto-grants-2002_05
Patent number
US06388092B2

Reaction notes

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