N-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)acetamide → N-[2-(4-amino-1H-pyrazol-1-yl)ethyl]acetamide

HRID 714902Notes

Reaction equation

HRID 714902 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][N:7]([CH2:9][CH2:10][NH:11][C:12](=[O:14])[CH3:13])[CH:8]=1)([O-])=O>C(O)C.[C].[Pd]>[NH2:1][C:4]1[CH:5]=[N:6][N:7]([CH2:9][CH2:10][NH:11][C:12](=[O:14])[CH3:13])[CH:8]=1

Participants

4

Reactant 1

HCID 19281900N-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)acetamide

Product 1

HCID 73438998N-[2-(4-amino-1H-pyrazol-1-yl)ethyl]acetamideYield 110.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of N-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)acetamide (610 mg) obtained in Step C of Example 348 in ethanol (20 mL) was added 10% palladium-carbon (160 mg), and the mixture was stirred at room temperature for 3 hr under hydrogen atmosphere (at normal pressures). The palladium carbon was removed by filtration through Celite, and the solvent was evaporated under reduced pressure to give the title compound (570 mg).

Workup

  1. customThe palladium carbon was removed by filtration through Celite
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-5f028bacaa834052833369d69a06d7ec
Source dataset
uspto-grants-2015_11
Patent number
US09187453B2

Reaction notes

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