3-(2-Oxo-1,3-oxazolidin-3-yl)benzaldehyde → 4-hydroxy-3-[3-[3-(2-oxo-oxazolidin-3-yl)phenyl]-1-oxo-2-propenyl]-6-methyl-2(1H)-pyridinone

HRID 38307Notes

Reaction equation

HRID 38307 reaction equation
[C:1]([C:4]1[C:5](=[O:12])[NH:6][C:7]([CH3:11])=[CH:8][C:9]=1[OH:10])(=[O:3])[CH3:2].[O:13]=[C:14]1[N:18]([C:19]2[CH:20]=[C:21]([CH:24]=[CH:25][CH:26]=2)[CH:22]=O)[CH2:17][CH2:16][O:15]1>>[OH:10][C:9]1[CH:8]=[C:7]([CH3:11])[NH:6][C:5](=[O:12])[C:4]=1[C:1](=[O:3])[CH:2]=[CH:22][C:21]1[CH:24]=[CH:25][CH:26]=[C:19]([N:18]2[CH2:17][CH2:16][O:15][C:14]2=[O:13])[CH:20]=1

Participants

3

Reactant 2

HCID 231318243-(2-Oxo-1,3-oxazolidin-3-yl)benzaldehydeHCID 546761542(1H)-Pyridinone, 3-acetyl-4-hydroxy-6-methyl-

Product 1

HCID 1363673454-hydroxy-3-[3-[3-(2-oxo-oxazolidin-3-yl)phenyl]-1-oxo-2-propenyl]-6-methyl-2(1H)-pyridinoneYield 41.2%

Procedure

According to the same manner as that of Example 16 except that 0.33 g of 3-acetyl-4-hydroxy-6-methyl-2(1H)-pyridinone was used in place of 3-acetyl-4-hydroxy-1,6-dimethyl-2(1H)-pyridinone, and 0.30 g of 3-(2-oxo-oxazolidin-3-yl)benzaldehyde was used in place of 3-(methoxycarbonyl)benzaldehyde, 0.22 g of 4-hydroxy-3-[3-[3-(2-oxo-oxazolidin-3-yl)phenyl]-1-oxo-2-propenyl]-6-methyl-2(1H)-pyridinone [Compound No. (3a-37)] was obtained as a yellow crystal.

Sources & evidence

ORD record
ord-db6e22846ee14d6d9c1754cb94a8324d
Source dataset
uspto-grants-2013_09
Patent number
US08524729B2

Reaction notes

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