N,N,4-Trimethyl-5-nitropyridin-2-amine → N2,N2,4-trimethylpyridine-2,5-diamine
Reaction equation
[CH3:1][N:2]([CH3:13])[C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([N+:10]([O-])=O)=[CH:5][N:4]=1>C(O)C.[Pd]>[CH3:13][N:2]([CH3:1])[C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([NH2:10])=[CH:5][N:4]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of N,N,4-trimethyl-5-nitropyridin-2-amine (15.7 g, 86.6 mmol) in ethanol (200 ml) was added 10% palladium on carbon (50% wet, 1.57 g), and the mixture was purged with hydrogen and stirred under balloon pressure hydrogen at room temperature for 2 days. The catalyst was removed by filtration, and the filtrate was concentrated in vacuo to give the title compound as a brown solid (15.7 g), which was used next reaction without purification.
Workup
- customthe mixture was purged with hydrogen
- customThe catalyst was removed by filtration
- concentrationthe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-5a655849ed2d497aa32f9b8103bee117
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08901141B2
Reaction notes
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