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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976043Generated: November 2, 2026

Methyl iodide → 2-Bromo-3-methoxypyridine

https://huagongshe.com/reaction/1976043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 22000233HCID 22000233—
SolventAcetoneHCID 180—
Product2-Bromo-3-methoxypyridineHCID 9036477%

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Bromo-2-pyridinol (15 g, 86 mmol) in acetone (500 ml) was treated with potassium carbonate (23.8 g, 172 mmol) and iodomethane (8.1 ml, 130 mmol) and the suspension was refluxed at 70° C. for 16 hours. Once cooled, the mixture was filtered and the filtrate concentrated in vacuo. The residue was then purified by silica wet flash chromatography to give the product as yellow crystals (12.4 g, 66 mmol, 77% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225320B1
Source datasetuspto-grants-2001_05
ORD IDord-e65dfe80ed7040a18e524ce597055171
Source noteuspto-grants-2001_05