N,N-dimethyl-2-(4-nitro-1H-pyrazol-1-yl)acetamide → 2-(4-amino-1H-pyrazol-1-yl)-N,N-dimethylacetamide

HRID 1968526Notes

Reaction equation

HRID 1968526 reaction equation
[CH3:1][N:2]([CH3:14])[C:3](=[O:13])[CH2:4][N:5]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[N:6]1>CO.[Pd]>[NH2:10][C:8]1[CH:7]=[N:6][N:5]([CH2:4][C:3]([N:2]([CH3:14])[CH3:1])=[O:13])[CH:9]=1

Participants

4

Reactant 1

HCID 60729245N,N-dimethyl-2-(4-nitro-1H-pyrazol-1-yl)acetamide

Product 1

HCID 282806662-(4-amino-1H-pyrazol-1-yl)-N,N-dimethylacetamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of N,N-dimethyl-2-(4-nitro-1H-pyrazol-1-yl)acetamide (870 mg, 4.39 mmol) in methanol (22 ml) was evacuated/purged with nitrogen and treated with Pd on carbon (87 mg, 0.082 mmol). The resulting black suspension was evacuated/purged with a hydrogen balloon and stirred under the hydrogen overnight when the mixture was filtered through celite with methanol washes. The filtrate was concentrated to give the product.

Workup

  1. customThe resulting black suspension was evacuated/purged with a hydrogen balloon
  2. filtrationwas filtered through celite with methanol washes
  3. concentrationThe filtrate was concentrated
  4. customto give the product

Sources & evidence

ORD record
ord-040b4427d31d498e92aa03cda395dbae
Source dataset
uspto-grants-2013_04
Patent number
US08426408B2

Reaction notes

Loading…