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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043908Generated: October 31, 2026

Tetrabutylammonium Fluoride → 3-Bromo-2-(fluoromethyl)-6-methoxy-4-methylpyridine

https://huagongshe.com/reaction/1043908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant3-Bromo-2-(bromomethyl)-6-methoxy-4-methylpyridineHCID 86686340—
Product3-Bromo-2-(fluoromethyl)-6-methoxy-4-methylpyridineHCID 86686341—

Reaction Steps

A mixture of 3-bromo-2-(bromomethyl)-6-methoxy-4-methylpyridine (126 mg) and TBAF (1.71 mL, 1 M solution in THF) was stirred at room temperature for two hours. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 0% to 10%) to give the title compound (37 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563565B2
Source datasetuspto-grants-2013_10
ORD IDord-6be50967bf7f4a1a9d22e9f549658854
Source noteuspto-grants-2013_10