Benzyl (5-ethyl-2-pyridyl)carbamate → 5-Ethylpyridin-2-amine
Reaction equation
[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([NH:9]C(=O)OCC2C=CC=CC=2)=[N:7][CH:8]=1)[CH3:2].[H][H]>C(O)C.[Pd]>[NH2:9][C:6]1[CH:5]=[CH:4][C:3]([CH2:1][CH3:2])=[CH:8][N:7]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A suspension of benzyl (5-ethyl-2-pyridyl)carbamate (1.9 g., 7.43 mmoles) and 10% palladium-on-carbon (0.4 g.) in ethanol (100 ml.) was shaken with hydrogen at a pressure of 3.5 kg./cm2 hours. The catalyst was removed by filtration and the filtrate concentrated to yield 2-amino-5-ethylpyridine (0.9 g., 99.4%) as a colorless oil.
Workup
- customThe catalyst was removed by filtration
- concentrationthe filtrate concentrated
Sources & evidence
- ORD record
- ord-ac0f045daa7d4200962ce497ca19bbeb
- Source dataset
- uspto-grants-1978_10
- Patent number
- US04122274
Reaction notes
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