3-(2-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)-benzoic acid → 3-(2-Methyl-1H-imidazol-1-yl)-N-{4-methyl-3-[3-methyl-6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]-pyrazol-1-yl]phenyl}-5-(trifluoromethyl)benzamide

HRID 1055711Notes

Reaction equation

HRID 1055711 reaction equation
COC1C=CC(C[N:8]2[CH:12]=[C:11]([C:13]3[CH:14]=[C:15]4[N:20]([C:21]5[CH:22]=[C:23]([CH:25]=[CH:26][C:27]=5[CH3:28])[NH2:24])[CH:19]=[C:18]([CH3:29])[N:16]4[N:17]=3)[CH:10]=[N:9]2)=CC=1.[CH3:32][C:33]1[N:34]([C:38]2[CH:39]=[C:40]([CH:44]=[C:45]([C:47]([F:50])([F:49])[F:48])[CH:46]=2)[C:41](O)=[O:42])[CH:35]=[CH:36][N:37]=1>>[CH3:32][C:33]1[N:34]([C:38]2[CH:39]=[C:40]([CH:44]=[C:45]([C:47]([F:50])([F:48])[F:49])[CH:46]=2)[C:41]([NH:24][C:23]2[CH:25]=[CH:26][C:27]([CH3:28])=[C:21]([N:20]3[C:15]4[N:16]([N:17]=[C:13]([C:11]5[CH:12]=[N:8][NH:9][CH:10]=5)[CH:14]=4)[C:18]([CH3:29])=[CH:19]3)[CH:22]=2)=[O:42])[CH:35]=[CH:36][N:37]=1

Participants

3

Reactant 2

HCID 672143253-(2-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)-benzoic acidHCID 896998613-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-3-methyl-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methylaniline

Product 1

HCID 1366302443-(2-Methyl-1H-imidazol-1-yl)-N-{4-methyl-3-[3-methyl-6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]-pyrazol-1-yl]phenyl}-5-(trifluoromethyl)benzamide

Procedure

70 mg (0.17 mmol) of the compound of Example 9A and 50 mg (0.19 mmol) of 3-(2-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid [lit.: WO 2004/005281-A1, Example 91b] were reacted analogously to the procedure of Example 13. This gave 58 mg (71% of theory) of the title compound.

Sources & evidence

ORD record
ord-6395b6fb42704feea30818a945d7791e
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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