Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895899Generated: October 29, 2026

Methyl iodide → 3-Bromo-1-methyl-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/895899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-2-hydroxypyridineHCID 818549—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-Bromo-1-methyl-1,2-dihydropyridin-2-oneHCID 1302402579%

Reaction Steps

A mixture of 3-bromo-1H-2-pyridone (740 mg, 4.25 mmol), potassium carbonate (1.18 g, 8.5 mmol) and iodomethane (2.65 mL, 42.5 mmol) in DME (10 mL) was heated to reflux overnight. The mixture was filtered, washing with ethyl acetate and the filtrate was evaporated to dryness. The residue was purified by dry column chromatography over 27 g of silica gel, eluting with ethyl acetate to give 3-bromo-1-methyl-2-pyridone (0.63 g, 79%). LRMS (electrospray), positive ion, 188 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06916933B2
Source datasetuspto-grants-2005_07
ORD IDord-a611c79a75544c1b95ffba957532269e
Source noteuspto-grants-2005_07