5-methyl-1-(4-(trifluoromethyl)phenyl)-1H-pyrazole-4-carboxylic acid → N-[3-Cyano-4-(4-morpholinopiperidin-1-yl)phenyl]-1-(4-trifluoromethylphenyl)-5-methylpyrazole-4-carboxamide

HRID 1744612Notes

Reaction equation

HRID 1744612 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([CH3:14])=[C:12]([C:15]([OH:17])=O)[CH:11]=[N:10]2)=[CH:5][CH:4]=1.[NH2:20][C:21]1[CH:22]=[CH:23][C:24]([N:29]2[CH2:34][CH2:33][CH:32]([N:35]3[CH2:40][CH2:39][O:38][CH2:37][CH2:36]3)[CH2:31][CH2:30]2)=[C:25]([CH:28]=1)[C:26]#[N:27]>>[C:26]([C:25]1[CH:28]=[C:21]([NH:20][C:15]([C:12]2[CH:11]=[N:10][N:9]([C:6]3[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:19])[F:18])=[CH:8][CH:7]=3)[C:13]=2[CH3:14])=[O:17])[CH:22]=[CH:23][C:24]=1[N:29]1[CH2:34][CH2:33][CH:32]([N:35]2[CH2:36][CH2:37][O:38][CH2:39][CH2:40]2)[CH2:31][CH2:30]1)#[N:27]

Participants

3

Reactant 2

HCID 107784295-methyl-1-(4-(trifluoromethyl)phenyl)-1H-pyrazole-4-carboxylic acidHCID 219423895-Amino-2-(4-morpholinopiperidin-1-yl)benzonitrile

Product 1

HCID 22227874N-[3-Cyano-4-(4-morpholinopiperidin-1-yl)phenyl]-1-(4-trifluoromethylphenyl)-5-methylpyrazole-4-carboxamideYield 8.9%

Procedure

By the reaction and treatment in the same manner as in Example 64 using 1-(4-trifluoromethylphenyl)-5-methylpyrazole-4-carboxylic acid (0.7 g) and 5-amino-2-(4-morpholinopiperidin-1-yl)benzonitrile (0.6 g), the title compound (0.1 g) was obtained, melting point: 257° C. (decomposition).

Sources & evidence

ORD record
ord-6ff93f9b08f64bf5ad03861bbb44ed40
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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