5-Ethynyl-4-methyl-3-nitro-2-pyridone → 3-Amino-5-ethyl-4-methyl-2-pyridone

HRID 1387277Notes

Reaction equation

HRID 1387277 reaction equation
[C:1]([C:3]1[C:4]([CH3:13])=[C:5]([N+:10]([O-])=O)[C:6](=[O:9])[NH:7][CH:8]=1)#[CH:2]>C(O)C.C(OCC)(=O)C.[Pd]>[NH2:10][C:5]1[C:6](=[O:9])[NH:7][CH:8]=[C:3]([CH2:1][CH3:2])[C:4]=1[CH3:13]

Participants

4

Reactant 1

HCID 217064835-Ethynyl-4-methyl-3-nitro-2-pyridone

Product 1

HCID 217065393-Amino-5-ethyl-4-methyl-2-pyridone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

A mixture of 5-ethynyl-4-methyl-3-nitro-2-pyridone (0.18 g, 0.6 mmol) and 10% Pd/C (0.02 g) in ethanol/ethyl acetate (50 mL, 1/1) was hydrogenated at 35 psi in a Parr apparatus overnight. The catalyst was removed by filtration, and the solvents were evaporated to give 3-amino-5-ethyl-4-methyl-2-pyridone.

Workup

  1. customwas hydrogenated at 35 psi in a Parr apparatus overnight
  2. customThe catalyst was removed by filtration
  3. customthe solvents were evaporated

Sources & evidence

ORD record
ord-eeb34b692d5f415fa43d801a19acbd31
Source dataset
uspto-grants-2001_07
Patent number
US06268365B1

Reaction notes

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