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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976062Generated: November 2, 2026

Methyl iodide → 3-Bromo-2-methoxy-5-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/1976062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant3-Bromo-5-(trifluoromethyl)pyridin-2(1H)-oneHCID 13491775—
CatalystHCID 178418647HCID 178418647—
SolventHexaneHCID 8058—
Product3-Bromo-2-methoxy-5-(trifluoromethyl)pyridineHCID 1483701842.3%

Reaction Steps

To a suspension of 3-bromo-5-trifluoromethyl-2(1H)-pyridone (2.0 g, 8.26 mmol) and silver carbonate (2.32 g, 8.4 mmol) in hexane (50 mL) was added iodomethane (1.05 mL, 16.8 mmol) and the resulting mixture heated at reflux for 16 hrs. The suspension was cooled, and filtered, and the filtrate concentrated in vacuo. The residue was purified by silica chromatography to give the product as an oil (893 mg, 3.49 mmol, 42% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225320B1
Source datasetuspto-grants-2001_05
ORD IDord-c5a4f12b6a39499ebe806ee620d01bdf
Source noteuspto-grants-2001_05