Methyl iodide → 5-[(E)-3-(4-Chloro-2-methyl-phenyl)-acryloyl]-1-methyl-1H-pyridin-2-one

HRID 1617886Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([C:12]2[CH:13]=[CH:14][C:15](=[O:18])[NH:16][CH:17]=2)=[O:11])=[C:4]([CH3:19])[CH:3]=1.IC.[C:22](=O)([O-])[O-].[K+].[K+]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([C:12]2[CH:13]=[CH:14][C:15](=[O:18])[N:16]([CH3:22])[CH:17]=2)=[O:11])=[C:4]([CH3:19])[CH:3]=1

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 11430Potassium Carbonate

HCID 666691675-[(E)-3-(4-chloro-2-methyl-phenyl)-acryloyl]-1H-pyridin-2-one

Product 1

HCID 666689865-[(E)-3-(4-Chloro-2-methyl-phenyl)-acryloyl]-1-methyl-1H-pyridin-2-one

Procedure

In analogy to example 161, step 1, 5-[(E)-3-(4-chloro-2-methyl-phenyl)-acryloyl]-1H-pyridin-2-one was reacted with iodomethane in the presence of potassium carbonate to give the title compound as a light yellow solid, MS (ESI+): m/z=288.0 [M+H]+.

Sources & evidence

ORD record: ord-da09ab4aee0d4e63a654556b467f4169
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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