HCID 21706478, compound → HCID 21706521, compound

HRID 1387271Notes

Reaction equation

HRID 1387271 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][N:8]2[CH:13]=[CH:12][C:11]([CH:14]=[CH2:15])=[C:10]([N+:16]([O-])=O)[C:9]2=[O:19])=[CH:5][CH:4]=1>C(O)C.[Pd]>[NH2:16][C:10]1[C:9](=[O:19])[N:8]([CH2:7][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:21][CH:20]=2)[CH:13]=[CH:12][C:11]=1[CH2:14][CH3:15]

Participants

4

Reactant 1

HCID 21706478HCID 21706478, compound

Product 1

HCID 21706521HCID 21706521, compoundYield 76.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-(4-methoxybenzyl)-4-vinyl-3-nitro-2-pyridone (0.21 g, 0.73 mmol) in ethanol (30 mL) with 10% Pd/C (0.26 g) was hydrogenated at 40 psi in a Parr apparatus for 4 hours. The catalyst was removed by filtration and the solvent was evaporated to give 3-amino-1-(4-methoxybenzyl)-4-ethyl-2-pyridone (0.17 g, 0.56 mmol, 76%).

Workup

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

Sources & evidence

ORD record
ord-1f19a18e63c14899ab4437a5900e96d8
Source dataset
uspto-grants-2001_07
Patent number
US06268365B1

Reaction notes

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