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

HRID 1055731Notes

Reaction equation

HRID 1055731 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N:9]1[C:16]2[N:12]([N:13]=[C:14]([C:17]3[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=3)[CH:15]=2)[CH:11]=[CH:10]1.[CH3:23][C:24]1[N:25]([C:29]2[CH:30]=[C:31]([CH:35]=[C:36]([C:38]([F:41])([F:40])[F:39])[CH:37]=2)[C:32](O)=[O:33])[CH:26]=[CH:27][N:28]=1>>[CH3:23][C:24]1[N:25]([C:29]2[CH:30]=[C:31]([CH:35]=[C:36]([C:38]([F:41])([F:39])[F:40])[CH:37]=2)[C:32]([NH:6][C:5]2[CH:7]=[CH:8][C:2]([CH3:1])=[C:3]([N:9]3[C:16]4[N:12]([N:13]=[C:14]([C:17]5[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=5)[CH:15]=4)[CH:11]=[CH:10]3)[CH:4]=2)=[O:33])[CH:26]=[CH:27][N:28]=1

Participants

3

Reactant 2

HCID 672143253-(2-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)-benzoic acidHCID 897000234-Methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]aniline

Product 1

HCID 896997113-(2-Methyl-1H-imidazol-1-yl)-N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(trifluoromethyl)benzamide

Procedure

35 mg (0.12 mmol) of the compound of Example 6A and 33 mg (0.12 mmol) of 3-(2-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid [lit.: WO 2004/005281 A1, Example 91b] were reacted and worked up analogously to the procedure of Example 16. This gave 53 mg (81% of theory) of the title compound.

Sources & evidence

ORD record
ord-c8d80b30bba24c868ed9c3a223b1ef7f
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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