Ethyl Acetate → [3-fluoro-4-(1H-pyrazol-1-yl)phenyl]amine

HRID 586333Notes

Reaction equation

HRID 586333 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[N:11]1[CH:15]=[CH:14][CH:13]=[N:12]1.C(OCC)(=O)C.[H][H]>C(O)C.[Pt](=O)=O>[F:1][C:2]1[C:3]([N:11]2[CH:15]=[CH:14][CH:13]=[N:12]2)=[CH:4][CH:5]=[C:6]([NH2:8])[CH:7]=1

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 107035141-(2-fluoro-4-nitrophenyl)-1H-pyrazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 10725981[3-fluoro-4-(1H-pyrazol-1-yl)phenyl]amine

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A solution of 1-(2-fluoro-4-nitrophenyl)-1H-pyrazole (3 g, 14.5 mmol) and platinum(IV) oxide (100 mg) in ethanol (100 ml) with ethyl acetate (100 ml) was reduced under 40 psi hydrogen for 30 min, then filtered and the solvent removed, to give 5-fluoro-4-(pyrazol-1-yl)phenylamine as a colourless oil: MS (ES+) m/z 178 [M+H]+.

Workup

  1. filtrationfiltered
  2. customthe solvent removed

Sources & evidence

ORD record
ord-c6ea542589cb4a498f82b5665b2a8bd8
Source dataset
uspto-grants-2005_08
Patent number
US06936608B2

Reaction notes

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