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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263546Generated: November 1, 2026

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

https://huagongshe.com/reaction/2263546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant5-bromo-3-(3-methoxypropoxy)-1H-pyridin-2-oneHCID 23149475—
CatalystHCID 178418647HCID 178418647—
SolventBenzeneHCID 241—
Product5-Bromo-2-methoxy-3-(3-methoxypropoxy)-pyridineHCID 23149492—

Reaction Conditions

Temperature45 °C

Reaction Steps

A mixture of 21 mmol 5-bromo-3-(3-methoxy-propoxy)-1H-pyridin-2-one, 14 mmol silver carbonate and 25 mmol iodomethane in 35 ml of benzene are stirred at 40-50° C. for 24 hours with exclusion of light. The mixture is cooled in an ice bath and the silver salts are removed by filtration. The filtrate is washed with 2% aqueous sodium hydrogencarbonate solution and with water (2×). The organic layer is dried over sodium sulphate, filtered and concentrated. The title compound is obtained from the residue by means of flash chromatography (SiO2 60 F) and identified based on its Rf value.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851634B2
Source datasetuspto-grants-2010_12
ORD IDord-a6ab5bf6c042481b83fbef5b60ed5518
Source noteuspto-grants-2010_12