Yield:889865-47-8 341 mg

Reaction Conditions:

with sodium hydride in N,N-dimethyl-formamide;mineral oil at 20; for 6 h;

Steps:

3 Production Example 3
4-Iodo-1-methylpyridin-2(1H)-one

Production Example 3
4-Iodo-1-methylpyridin-2(1H)-one
A solution of 4-iodo-2-pyridone (500 mg), sodium hydride (109 mg) and methyl iodide (482 mg) in dimethylformamide (5.0 mL) was stirred at room temperature for 4 hr.
Additional sodium hydride (109 mg) and methyl iodide (482 mg) were added and the mixture was stirred at room temperature for 2 hr.
The reaction mixture was diluted with chloroform and washed with saturated aqueous sodium hydrogen carbonate solution.
After extraction with chloroform, the organic phase was dried over anhydrous magnesium sulfate.
The desiccant was filtered off, and the solvent was then distilled off under reduced pressure.
The resulting residue was purified by column chromatography (silica gel cartridge, chloroform:methanol=98:2-96:4) to afford the title compound (341 mg).
1H NMR (600 MHz, CHLOROFORM-d) d ppm 3.48 (s, 3H), 6.45-6.49 (m, 1H), 6.96 (d, J=6.9 Hz, 1H), 7.09 (d, J=1.8 Hz, 1H)
(ESI pos.) m/z: 236([M+H]+)

References:

US2013/184460,2013,A1 Location in patent:Paragraph 0233; 0234; 0235; 0236