3-(Benzyloxy)-N,N-diethyl-1,6-dimethyl-4-oxo-1,4-dihydropyridine-2-carboxamide → N,N-Diethyl-3-hydroxy-1,6-dimethyl-4-oxo-1,4-dihydropyridine-2-carboxamide

HRID 1016686Notes

Reaction equation

HRID 1016686 reaction equation
C([O:8][C:9]1[C:14](=[O:15])[CH:13]=[C:12]([CH3:16])[N:11]([CH3:17])[C:10]=1[C:18]([N:20]([CH2:23][CH3:24])[CH2:21][CH3:22])=[O:19])C1C=CC=CC=1.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[CH2:23]([N:20]([CH2:21][CH3:22])[C:18]([C:10]1[N:11]([CH3:17])[C:12]([CH3:16])=[CH:13][C:14](=[O:15])[C:9]=1[OH:8])=[O:19])[CH3:24]

Participants

5

Reactant 2

HCID 120106513-(Benzyloxy)-N,N-diethyl-1,6-dimethyl-4-oxo-1,4-dihydropyridine-2-carboxamideHCID 178418361HCID 178418361, compound

Product 1

HCID 54704399N,N-Diethyl-3-hydroxy-1,6-dimethyl-4-oxo-1,4-dihydropyridine-2-carboxamide

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

Pd(OH)2 on charcoal (0.1 g) was added to a solution of 3-(benzyloxy)-N,N-diethyl-1, 6-dimethyl-oxo-1,4-dihydropyridine-2-carboxamide(1.0 g, 3.05 mmol) in ethanol (100 ml) under nitrogen. The mixture was hydrogenated at 50 psi hydrogen for 4 hrs.

Sources & evidence

ORD record
ord-45dab5bf4e4142d29345b4511240a59c
Source dataset
uspto-grants-2002_11
Patent number
US06476229B1

Reaction notes

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