1-Ethyl-2-methoxymethyl-3-benzyloxy-6-methyl-pyridin-4(1H)-one hydrochloride → 1-Ethyl-2-methoxymethyl-3-hydroxy-6-methyl-pyridin-4(1H)-one hydrochloride

HRID 1279414Notes

Reaction equation

HRID 1279414 reaction equation
[ClH:1].CN1C(C)=CC(=O)C(O)=C1COC.Cl.[CH2:16]([N:18]1[C:23]([CH3:24])=[CH:22][C:21](=[O:25])[C:20]([O:26]CC2C=CC=CC=2)=[C:19]1[CH2:34][O:35][CH3:36])[CH3:17]>[Pd]>[ClH:1].[CH2:16]([N:18]1[C:23]([CH3:24])=[CH:22][C:21](=[O:25])[C:20]([OH:26])=[C:19]1[CH2:34][O:35][CH3:36])[CH3:17]

Participants

4

Reactant 2

HCID 186787941-Ethyl-2-methoxymethyl-3-benzyloxy-6-methyl-pyridin-4(1H)-one hydrochlorideHCID 186788241,6-Dimethyl-2-methoxymethyl-3-hydroxy-pyridin-4(1H)-one hydrochloride

Product 1

HCID 186787921-Ethyl-2-methoxymethyl-3-hydroxy-6-methyl-pyridin-4(1H)-one hydrochlorideYield 83%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In an analogous hydrogenation procedure in the preparation of 1,6-dimethyl-2-methoxymethyl-3-hydroxy-pyridin-4(1H)-one hydrochloride using 1-ethyl-2-methoxymethyl-3-benzyloxy-6-methyl-pyridin-4(1H)-one hydrochloride (1.3 g, 4 mmol) and 5% Pd/C catalyst (0.3 g) yield the title compound 0.78 g (83%) after recrystallisation from methanol/diethyl ether, as a white crystalline solid. m.p. 174-176° C.

Sources & evidence

ORD record
ord-f0f7512fd19f4c16be4d2feed459ad2f
Source dataset
uspto-grants-2002_09
Patent number
US06448273B1

Reaction notes

Loading…