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

HRID 50159Notes

Reaction equation

HRID 50159 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]([Cl:20])[CH:15]=1.[Cl:21][C:22]1[S:26][C:25]([C:27]([C:29]2[N:30]([CH3:34])[CH:31]=[N:32][CH:33]=2)=[O:28])=[CH:24][CH:23]=1>>[Cl:20][C:16]1[CH:15]=[C:14]([C:5]2[C:4]3[C:9](=[CH:10][CH:11]=[C:2]([C:27]([C:25]4[S:26][C:22]([Cl:21])=[CH:23][CH:24]=4)([C:29]4[N:30]([CH3:34])[CH:31]=[N:32][CH:33]=4)[OH:28])[CH:3]=3)[N:8]=[C:7]([O:12][CH3:13])[CH:6]=2)[CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 120166726-Bromo-4-(3-chlorophenyl)-2-methoxyquinolineHCID 22465441(5-chloro-thiophen-2-yl)-(3-methyl-3H-imidazol-4-yl)-methanone

Product 1

HCID 22465411[4-(3-chloro-phenyl)-2-methoxy-quinolin-6-yl]-(5-chloro-thiophen-2-yl)-(3-methyl-3H-imidazol-4-yl)-methanolYield 99%

Procedure

Following the same procedure as described in example 1E, 6-bromo-4-(3-chloro-phenyl)-2-methoxy-quinoline (1.0 g, 1.87 mmol) and (5-chloro-thiophen-2-yl)-(3-methyl-3H-imidazol-4-yl)-methanone (170 mg, 3.44 mmol) generated the title compound of 18A as a yellow solid (919 mg, 65% yield).

Sources & evidence

ORD record
ord-d0e336898e0e46afa7d7742aa40e7128
Source dataset
uspto-grants-2004_03
Patent number
US06710209B2

Reaction notes

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