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

HRID 1055668Notes

Reaction equation

HRID 1055668 reaction equation
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]1[CH:37]=[CH:36][C:13]([CH2:14][N:15]2[CH:19]=[C:18]([C:20]3[CH:21]=[C:22]4[N:27]([C:28]5[CH:29]=[C:30]([CH:32]=[CH:33][C:34]=5[CH3:35])[NH2:31])[CH:26]=[CH:25][N:23]4[N:24]=3)[CH:17]=[N:16]2)=[CH:12][CH:11]=1.[CH3:38][C:39]1[N:40]([C:44]2[CH:45]=[C:46]([CH:50]=[C:51]([C:53]([F:56])([F:55])[F:54])[CH:52]=2)[C:47](O)=[O:48])[CH:41]=[CH:42][N:43]=1>>[CH3:8][O:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:14][N:15]2[CH:19]=[C:18]([C:20]3[CH:21]=[C:22]4[N:27]([C:28]5[CH:29]=[C:30]([NH:31][C:47](=[O:48])[C:46]6[CH:50]=[C:51]([C:53]([F:54])([F:55])[F:56])[CH:52]=[C:44]([N:40]7[CH:41]=[CH:42][N:43]=[C:39]7[CH3:38])[CH:45]=6)[CH:32]=[CH:33][C:34]=5[CH3:35])[CH:26]=[CH:25][N:23]4[N:24]=3)[CH:17]=[N:16]2)=[CH:36][CH:37]=1

Participants

3

Reactant 2

HCID 672143253-(2-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)-benzoic acidHCID 897000263-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methylaniline trifluoroacetate

Product 1

HCID 89700195N-(3-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methyl-phenyl)-3-(2-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzamide

Procedure

60 mg (0.12 mmol) of the compound of Example 8A and 31.6 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 48A. This gave 61 mg (77% of theory) of the title compound.

Sources & evidence

ORD record
ord-74a346730f1241fca224e1a6be49926c
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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