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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487271Generated: October 30, 2026

Methyl iodide → 5-Bromo-1,3-dimethylpyridin-2(1H)-one

https://huagongshe.com/reaction/1487271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178422464HCID 178422464—
SolventDimethylformamideHCID 6228—
Product5-Bromo-1,3-dimethylpyridin-2(1H)-oneHCID 12272664—

Reaction Steps

To a suspension of 5-bromo-2-hydroxy-3-methyl pyridine A1 (1.000 g; 5.053 mmol) and potassium carbonate (1.397 g; 10.105 mmol) in DMF (5.000 ml) is carefully added iodomethane (0.346 ml; 5.558 mmol). The reaction mixture is stirred overnight (16 h) at room temperature. The reaction mixture is then quenched with 10% ammonia solution (10 ml) and 30 ml water is added. It is extracted with 3×50 ml EtOAc. The combined organic layer is dried with Na2SO4, filtered and concentrated under reduced pressure to afford the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428515B2
Source datasetuspto-grants-2016_08
ORD IDord-9ea9cd040f4f439192588fa5ee0006d5
Source noteuspto-grants-2016_08