6-Bromo4-(3-ethoxy-phenyl)-2-methoxy-quinoline → (5-chloro-thiophen-2-yl)-[4-(3-ethoxy-phenyl)-2-methoxy-quinolin-6-yl]-(3-methyl-3H-imidazol-4-yl)-methanol

HRID 1384351Notes

Reaction equation

HRID 1384351 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][CH2:21][CH3:22])[CH:15]=1.[Cl:23][C:24]1[S:28][C:27]([C:29]([C:31]2[N:32]([CH3:36])[CH:33]=[N:34][CH:35]=2)=[O:30])=[CH:26][CH:25]=1>>[Cl:23][C:24]1[S:28][C:27]([C:29]([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][CH2:21][CH3:22])[CH:15]=2)([C:31]2[N:32]([CH3:36])[CH:33]=[N:34][CH:35]=2)[OH:30])=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 224654196-Bromo4-(3-ethoxy-phenyl)-2-methoxy-quinolineHCID 22465441(5-chloro-thiophen-2-yl)-(3-methyl-3H-imidazol-4-yl)-methanone

Product 1

HCID 22465418(5-chloro-thiophen-2-yl)-[4-(3-ethoxy-phenyl)-2-methoxy-quinolin-6-yl]-(3-methyl-3H-imidazol-4-yl)-methanolYield 72%

Procedure

Following the same procedure as that described in example 1E, 6-bromo-4-(3-ethoxy-phenyl)-2-methoxy-quinoline (800 mg, 2.23 mmol) and (5-chloro-thiophen-2-yl)-(3-methyl-3H-imidazol-4-yl)-methanone (610 mg, 2.68 mmol) generated the title compound of 23B (810 mg, 72% yield).

Sources & evidence

ORD record
ord-f33322dffb83497fb47d1c97af894430
Source dataset
uspto-grants-2001_07
Patent number
US06258824B1

Reaction notes

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