1-(4-Methoxybenzyl)-4-methyl-3-nitro-2-pyridone → HCID 11053885, compound

HRID 1387268Notes

Reaction equation

HRID 1387268 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]([CH2:7][N:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([N+:15]([O-])=O)[C:9]2=[O:18])=[CH:5][CH:4]=1>C(O)C.[Pd]>[NH2:15][C:10]1[C:9](=[O:18])[N:8]([CH2:7][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:20][CH:19]=2)[CH:13]=[CH:12][C:11]=1[CH3:14]

Participants

4

Reactant 1

HCID 110111821-(4-Methoxybenzyl)-4-methyl-3-nitro-2-pyridone

Product 1

HCID 11053885HCID 11053885, compoundYield 96.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-(4-methoxybenzyl)-4-methyl-3-nitro-2-pyridone (1.5 g, 5.5 mmol) and 10% Pd/C (0.15 g) in ethanol (150 mL) was hydrogenated at 40 psi in a Parr apparatus for 5.5 hours. The catalyst was removed by filtration, and the solvent was evaporated to give 3-amino-1-(4-methoxybenzyl)-4-methyl-2-pyridone (1.3 g, 5.3 mmol, 96%).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-6332b3fe4e8243bb9153a89ef354c297
Source dataset
uspto-grants-2001_07
Patent number
US06268365B1

Reaction notes

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