3-(4-fluorophenyl)-1H-pyrazol-5-amine → 2-Chloro-N-(4-{[5-(4-fluoro-phenyl)-1H-pyrazol-3-ylamino]-methyl}-3-methyl-cyclohexyl)-5-trifluoromethyl-benzamide

HRID 2391001Notes

Reaction equation

HRID 2391001 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][C:3]=1[C:4]([NH:6][CH:7]1[CH2:12][CH2:11][CH:10]([C:13](OCC)=O)[CH:9]([CH3:18])[CH2:8]1)=[O:5].[F:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]2[NH:38][N:37]=[C:36]([NH2:39])[CH:35]=2)=[CH:30][CH:29]=1>>[Cl:1][C:2]1[CH:22]=[CH:21][C:20]([C:23]([F:24])([F:26])[F:25])=[CH:19][C:3]=1[C:4]([NH:6][CH:7]1[CH2:12][CH2:11][CH:10]([CH2:13][NH:39][C:36]2[CH:35]=[C:34]([C:31]3[CH:32]=[CH:33][C:28]([F:27])=[CH:29][CH:30]=3)[NH:38][N:37]=2)[CH:9]([CH3:18])[CH2:8]1)=[O:5]

Participants

3

Reactant 2

HCID 27591383-(4-fluorophenyl)-1H-pyrazol-5-amineHCID 57465893Ethyl 4-(2-chloro-5-(trifluoromethyl)benzamido)-2-methylcyclohexane carboxylate

Product 1

HCID 574658962-Chloro-N-(4-{[5-(4-fluoro-phenyl)-1H-pyrazol-3-ylamino]-methyl}-3-methyl-cyclohexyl)-5-trifluoromethyl-benzamide

Procedure

The title compound is prepared analogously to Example 1 by replacing trans-4-(2-chloro-5-trifluoromethyl-benzoylamino)-cyclohexane carboxylic acid methyl ester (Ex. 1 Step 2) with ethyl 4-(2-chloro-5-(trifluoromethyl)benzamido)-2-methyl cyclohexane carboxylate (Ex. 1.35 step 2) and by replacing 2-amino-3-picoline (Ex. 1 step 4) with 5-(4-fluorophenyl)-1H-pyrazol-3-amine. [MH]+ 509.40.

Sources & evidence

ORD record
ord-2882c28171dc4ad2a06dccbfd2c98d0a
Source dataset
uspto-grants-2012_09
Patent number
US08273900B2

Reaction notes

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