1-Ethyl-2-methoxymethyl-3-benzyloxy-pyridin-4(1H)-one → 1-Ethyl-2-(1-methoxyethyl)-3-benzyloxy-pyridin-4(1H)-one

HRID 1249796Notes

Reaction equation

HRID 1249796 reaction equation
[CH2:1]([N:3]1[CH:8]=[CH:7][C:6](=[O:9])[C:5]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:4]1[CH2:18][O:19][CH3:20])[CH3:2].[CH3:21]OC(C1OC=CC(=O)C=1OCC1C=CC=CC=1)C>>[CH2:1]([N:3]1[CH:8]=[CH:7][C:6](=[O:9])[C:5]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:4]1[CH:18]([O:19][CH3:20])[CH3:21])[CH3:2]

Participants

3

Reactant 2

HCID 186788071-Ethyl-2-methoxymethyl-3-benzyloxy-pyridin-4(1H)-oneHCID 186788162-(1-Methoxyethyl)-3-benzyloxy-pyran-4(1H)-one

Product 1

HCID 186788221-Ethyl-2-(1-methoxyethyl)-3-benzyloxy-pyridin-4(1H)-oneYield 29.6%

Procedure

In an analogous procedure in the preparation of 1-ethyl-2-methoxymethyl-3-benzyloxy-pyridin-4(1H)-one using 2-(1-methoxyethyl)-3-benzyloxy-pyran-4(1H)-one 3.12 g (12 mmol, 1 eq.) yielded the title compound (1.03 g, 29.6%) after purification by column chromatography on silica gel (eluant: 15% CH3OH/85% CHCl3) as a yellow oil.

Sources & evidence

ORD record
ord-691adffbb5114065b977e8ac6b0ed63a
Source dataset
uspto-grants-2002_01
Patent number
US06335353B1

Reaction notes

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