N,N,1-trimethyl-4-nitropyrazole-3-carboxamide → 4-Amino-N,N,1-trimethyl-1H-pyrazole-3-carboxamide
Reaction equation
[CH3:1][N:2]([CH3:14])[C:3]([C:5]1[C:9]([N+:10]([O-])=O)=[CH:8][N:7]([CH3:13])[N:6]=1)=[O:4]>C(O)C.[Pd]>[CH3:1][N:2]([CH3:14])[C:3]([C:5]1[C:9]([NH2:10])=[CH:8][N:7]([CH3:13])[N:6]=1)=[O:4]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 1-methyl-4-nitro-1H-pyrazole-3-carboxylic acid dimethylamide (100 mg, 0.5 mmol) in ethanol (4 ml) was flushed with argon and treated with Pd/C5% (40 mg, 0.02 mmol). The reaction vessel was evacuated and flushed with hydrogen three times and the reaction was stirred at ambient temperature overnight. The reaction mixture was filtrated and the solvent was evaporated to yield an off-white solid material (83 mg, 98%) which was used without further purification.
Workup
- customThe reaction vessel was evacuated
- customflushed with hydrogen three times
- filtrationThe reaction mixture was filtrated
- customthe solvent was evaporated
Sources & evidence
- ORD record
- ord-a53c952c409a4df9aca132455590e2c5
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08703768B2
Reaction notes
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