1-(4-chlorophenyl)-5-methyl-1H-pyrazole-4-carbonyl chloride → 1-(4-Chlorophenyl)-5-methyl-N-[4-(4-morpholinopiperidin-1-yl)-3-trifluoromethylphenyl]pyrazole-4-carboxamide

HRID 1744649Notes

Reaction equation

HRID 1744649 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([C:14](Cl)=[O:15])[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[O:17]1[CH2:22][CH2:21][N:20]([CH:23]2[CH2:28][CH2:27][N:26]([C:29]3[CH:35]=[CH:34][C:32]([NH2:33])=[CH:31][C:30]=3[C:36]([F:39])([F:38])[F:37])[CH2:25][CH2:24]2)[CH2:19][CH2:18]1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([C:14]([NH:33][C:32]3[CH:34]=[CH:35][C:29]([N:26]4[CH2:25][CH2:24][CH:23]([N:20]5[CH2:21][CH2:22][O:17][CH2:18][CH2:19]5)[CH2:28][CH2:27]4)=[C:30]([C:36]([F:39])([F:38])[F:37])[CH:31]=3)=[O:15])[CH:10]=[N:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 27761281-(4-chlorophenyl)-5-methyl-1H-pyrazole-4-carbonyl chlorideHCID 222279174-(4-Morpholinopiperidin-1-yl)-3-trifluoromethylaniline

Product 1

HCID 222279891-(4-Chlorophenyl)-5-methyl-N-[4-(4-morpholinopiperidin-1-yl)-3-trifluoromethylphenyl]pyrazole-4-carboxamideYield 66.5%

Procedure

By the reaction and treatment in the same manner as in Example 150 using 1-(4-chlorophenyl)-5-methylpyrazole-4-carboxylic chloride (0.77 g) and 4-(4-morpholinopiperidin-1-yl)-3-trifluoromethylaniline (1 g), the title compound (1.1 g) was obtained, melting point: 193–194° C.

Sources & evidence

ORD record
ord-9381bcd321934b4984ef3faecdfb6714
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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