4-(3-nitrophenyl)-1H-pyrazole → 3-(1H-pyrazol-4-yl)aniline

HRID 1964058Notes

Reaction equation

HRID 1964058 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:11]=[N:12][NH:13][CH:14]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O>[Pd].C(OCC)(=O)C>[NH:12]1[CH:11]=[C:10]([C:6]2[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=2)[NH2:1])[CH:14]=[N:13]1

Participants

4

Reactant 1

HCID 668769104-(3-nitrophenyl)-1H-pyrazole

Product 1

HCID 633382823-(1H-pyrazol-4-yl)anilineYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A 5 mL ethyl acetate solution of 300 mg (1.59 mmol) of 4-(3-nitrophenyl)-1H-pyrazole was added to 30 mg of 5% Pd—C, and stirred under a hydrogen atmosphere at room temperature overnight. The reaction solution was filtered through celite, and the filtrate was condensed and dried to give 252 mg of 3-(1H-pyrazol-4-yl)aniline (yield: 99%).

Workup

  1. filtrationThe reaction solution was filtered through celite
  2. customcondensed
  3. customdried

Sources & evidence

ORD record
ord-16db744df37c4bc68bed8563600a5825
Source dataset
uspto-grants-2013_04
Patent number
US08415479B2

Reaction notes

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