4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acid → Ethyl 6-({[4'-(trifluoromethyl) [1,1'-biphenyl]-4-yl]carbonyl}-amino)imidazo[1,2-a]pyridine-2-carboxylate

HRID 1784776Notes

Reaction equation

HRID 1784776 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[N:8]([CH:10]=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:12]=2)[CH:9]=1)([O-])=O.[F:18][C:19]([F:36])([F:35])[C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:31]=[CH:30][C:29]([C:32](O)=[O:33])=[CH:28][CH:27]=2)=[CH:22][CH:21]=1>>[F:18][C:19]([F:35])([F:36])[C:20]1[CH:21]=[CH:22][C:23]([C:26]2[CH:31]=[CH:30][C:29]([C:32]([NH:1][C:4]3[CH:5]=[CH:6][C:7]4[N:8]([CH:10]=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:12]=4)[CH:9]=3)=[O:33])=[CH:28][CH:27]=2)=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 27827194'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acidHCID 12558381Ethyl 6-nitroimidazo(1,2-a)pyridine-2-carboxylate

Product 1

HCID 23120543Ethyl 6-({[4'-(trifluoromethyl) [1,1'-biphenyl]-4-yl]carbonyl}-amino)imidazo[1,2-a]pyridine-2-carboxylateYield 31.1%

Procedure

Operations similar to Example 1 were conducted using ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate (600 mg) and 4′-(trifluoromethyl)[1,1′-biphenyl]-4-carboxylic acid (700 mg), to provide ethyl 6-({[4′-(trifluoromethyl)[1,1′-biphenyl]-4-yl]carbonyl}-amino)imidazo[1,2-a]pyridine-2-carboxylate (360 mg) as white solid.

Sources & evidence

ORD record
ord-7374e82fce514343986cd10121234652
Source dataset
uspto-grants-2009_03
Patent number
US07504412B2

Reaction notes

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