1-Benzyl-4-nitro-1H-pyrazole → 1-benzyl-1H-pyrazol-4-amine

HRID 2063657Notes

Reaction equation

HRID 2063657 reaction equation
[CH2:1]([N:8]1[CH:12]=[C:11]([N+:13]([O-])=O)[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd]>[CH2:1]([N:8]1[CH:12]=[C:11]([NH2:13])[CH:10]=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 9736451-Benzyl-4-nitro-1H-pyrazole

Product 1

HCID 2066941-benzyl-1H-pyrazol-4-amineYield 97.6%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 1-benzyl-4-nitro-1H-pyrazole (33 mg, 0.162 mmol) and 10% Pd/C (10 mg) was stirred under an hydrogen atmosphere at rt for 12 h. The catalyst was filtered off, washed with methanol and the solvent was removed under reduced pressure to give the title compound as dark brown oil (27.4 mg, 97%). MS ISP (m/e): 174.2.3 (100) [(M+H)+].

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with methanol
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-024c1dacb96f4352a4e4a4e26830e55c
Source dataset
uspto-grants-2012_10
Patent number
US08288403B2

Reaction notes

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