1H-Pyrazole-4-carboxamide → HCID 19754704, compound

HRID 1588789Notes

Reaction equation

HRID 1588789 reaction equation
N1C=C(C(N)=O)C=N1.[CH:9]1([C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[NH:22][C:23]([C:25]2[C:26]([C:31]([F:34])([F:33])[F:32])=[N:27][N:28]([CH3:30])[CH:29]=2)=[O:24])=[CH2:15])[CH2:13][CH2:12][CH2:11][CH2:10]1>C(O)C.[Pd]>[CH:9]1([CH:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[NH:22][C:23]([C:25]2[C:26]([C:31]([F:33])([F:34])[F:32])=[N:27][N:28]([CH3:30])[CH:29]=2)=[O:24])[CH3:15])[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 178547561H-Pyrazole-4-carboxamideHCID 19754708HCID 19754708, compound

Product 1

HCID 19754704HCID 19754704, compoundYield 97.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of N-[2-(1-cyclopentylideneethyl)phenyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide trifluoromethyl)-1H-pyrazole-4-carboxamide and N-[2-(1-cyclopentylethenyl)phenyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide (2.5 g), each prepared using the methods described above, were shaken on a Parr Shaker with 5% Pd/C in ethanol (75 mL) under 60 lbs of H2 overnight. Contents were filtered and concentrated in vacuo leaving a white solid (2.44 g). The solid was recrystallized from EtOAc/hexanes to give the desired compound as a white solid (1.3 g).

Workup

  1. filtrationContents were filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-75c8ba11dfa24655844784bc50bd3e65
Source dataset
uspto-grants-1993_06
Patent number
US05223526

Reaction notes

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