4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acid → N-{3-methyl-2-[methyl(2,2,2-trifluoroacetyl)amino]imidazo[1,2-a]pyridin-6-yl}-4'(trifluoromethyl)-[1,1'-biphenyl]-4-carboxamide

HRID 1784780Notes

Reaction equation

HRID 1784780 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]([N:5]([CH3:19])[C:6]1[N:7]=[C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][N:9]2[C:17]=1[CH3:18])=[O:4].[F:22][C:23]([F:40])([F:39])[C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][C:33]([C:36](O)=[O:37])=[CH:32][CH:31]=2)=[CH:26][CH:25]=1>>[CH3:18][C:17]1[N:9]2[CH:10]=[C:11]([NH:14][C:36]([C:33]3[CH:32]=[CH:31][C:30]([C:27]4[CH:28]=[CH:29][C:24]([C:23]([F:22])([F:39])[F:40])=[CH:25][CH:26]=4)=[CH:35][CH:34]=3)=[O:37])[CH:12]=[CH:13][C:8]2=[N:7][C:6]=1[N:5]([CH3:19])[C:3](=[O:4])[C:2]([F:21])([F:20])[F:1]

Participants

3

Reactant 2

HCID 27827194'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acidHCID 231205312,2,2-trifluoro-N-methyl-N-(3-methyl-6-nitroimidazo[1,2-a]pyridin-2-yl)acetamide

Product 1

HCID 23120508N-{3-methyl-2-[methyl(2,2,2-trifluoroacetyl)amino]imidazo[1,2-a]pyridin-6-yl}-4'(trifluoromethyl)-[1,1'-biphenyl]-4-carboxamideYield 61.2%

Procedure

Operations similar to Example 1 were conducted using 2,2,2-trifluoro-N-methyl-N-(3-methyl-6-nitroimidazo[1,2-a]pyridin-2-yl)acetamide (580 mg) and 4′-(trifluoromethyl)[1,1′-biphenyl]-4-carboxylic acid (510 mg), to provide N-{3-methyl-2-[methyl(2,2,2-trifluoroacetyl)amino]imidazo[1,2-a]pyridin-6-yl}-4′(trifluoromethyl)-[1,1′-biphenyl]-4-carboxamide (610 mg) as white solid.

Sources & evidence

ORD record
ord-f235ba78a7b243babcbba2117626aae8
Source dataset
uspto-grants-2009_03
Patent number
US07504412B2

Reaction notes

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