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

HRID 1055706

Reaction equation

HRID 1055706 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]([NH:28][C:29](=[O:40])[C:30]6[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[CH:31]=6)[CH:24]=[CH:25][C:26]=5[CH3:27])[CH:19]=[CH:18][N:16]4[N:17]=3)[CH:10]=[N:9]2)=CC=1>FC(F)(F)C(O)=O>[CH3:27][C:26]1[CH:25]=[CH:24][C:23]([NH:28][C:29](=[O:40])[C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:37])([F:38])[F:39])[CH:31]=2)=[CH:22][C:21]=1[N:20]1[C:15]2[N:16]([N:17]=[C:13]([C:11]3[CH:12]=[N:8][NH:9][CH:10]=3)[CH:14]=2)[CH:18]=[CH:19]1

Participants

3

Reactant 1

HCID 86690977N-(3-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methyl-phenyl)-3-(trifluoromethyl)benzamide

Product 1

HCID 136409114N-{4-Methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(trifluoromethyl)-benzamide

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

At 80° C., 25 mg (0.025 mmol, 57% pure) of the compound from Example 50A were stirred in 0.5 ml of trifluoroacetic acid for 6 h. After concentration of the mixture under reduced pressure, the residue was purified by preparative HPLC (Method 11). This gave 6.0 mg (53% of theory) of the title compound.

Workup

  1. customAfter concentration of the mixture under reduced pressure, the residue was purified by preparative HPLC (Method 11)

Sources & evidence

ORD record
ord-325ca910d75345039160cedc20b23a00
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Linked notes

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