HCID 178522051, compound → 3-amino-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamide

HRID 749197Notes

Reaction equation

HRID 749197 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([C:11]2[NH:15][N:14]=[C:13]([N+:16]([O-])=O)[CH:12]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1>C(OCC)(=O)C.C(O)C.[Pt](=O)=O>[NH2:16][C:13]1[CH:12]=[C:11]([C:9]([NH:8][C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=2)=[O:10])[NH:15][N:14]=1

Participants

4

Reactant 1

HCID 178522051HCID 178522051, compound

Product 1

HCID 645238143-amino-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamideYield 73.8%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

N-(3-fluorophenyl)-3-nitro-1H-pyrazole-5-carboxamide (100 mg, 0.4 mmol) in ethyl acetate:ethanol (10:4) was stirred with platinum dioxide (10 mg) under an atmosphere of hydrogen (70 psi) for 3 hours. The catalyst was filtered off and the solvent was evaporated in vacuo to yield 3-amino-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamide (65 mg, 73% yield):

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-1a744f5b481b43af84f799777fb6483d
Source dataset
uspto-grants-2008_07
Patent number
US07402585B2

Reaction notes

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