Methyl iodide → 5-[3-(4-Bromo-2-fluoro-phenyl)-3-o-tolyl-propionyl]-1-methyl-1H-pyridin-2-one

HRID 1617686Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9][C:10]([C:12]2[CH:13]=[CH:14][C:15](=[O:18])[NH:16][CH:17]=2)=[O:11])=[C:4]([F:26])[CH:3]=1.IC.[C:29](=O)([O-])[O-].[K+].[K+]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9][C:10]([C:12]2[CH:13]=[CH:14][C:15](=[O:18])[N:16]([CH3:29])[CH:17]=2)=[O:11])=[C:4]([F:26])[CH:3]=1

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 11430Potassium Carbonate

HCID 666688985-[3-(4-bromo-2-fluoro-phenyl)-3-o-tolyl-propionyl]-1H-pyridin-2-one

Product 1

HCID 666692875-[3-(4-Bromo-2-fluoro-phenyl)-3-o-tolyl-propionyl]-1-methyl-1H-pyridin-2-one

Procedure

In analogy to example 161, step 1, 5-[3-(4-bromo-2-fluoro-phenyl)-3-o-tolyl-propionyl]-1H-pyridin-2-one was reacted with iodomethane in the presence of potassium carbonate to give the title compound as a colorless solid, MS (ESI+): m/z=428.0 [M+H]+.

Sources & evidence

ORD record: ord-63b68d5587c84d39a4da3e8a35dcba00
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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