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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1936448Generated: November 2, 2026

Methyl iodide → 3-Bromo-5-chloro-1-methylpyridin-2(1H)-one

https://huagongshe.com/reaction/1936448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-5-chloropyridin-2-olHCID 2726791—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-Bromo-5-chloro-1-methylpyridin-2(1H)-oneHCID 2238203574.6%

Reaction Steps

A mixture of 3-bromo-5-chloro-1H-2-pyridone (930 mg, 4.46 mmol), potassium carbonate (1.25 g, 9.1 mmol) and iodomethane (2.8 mL, 45 mmol) in 10 mL of DME was heated to reflux for 18 hr. The mixture was filtered hot and concentrated. The residue was recrystallized from ethyl acetate to give 3-bromo-5-chloro-1-methyl-2-pyridone (740 mg, 74%), mp 162-163° C. HRMS (C6H5BrClNO): Obs. Mass 220.9249. Calcd. Mass 220.9243 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06388084B1
Source datasetuspto-grants-2002_05
ORD IDord-fafc29b3859d46bd939a1a61e51f9b4a
Source noteuspto-grants-2002_05