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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277156Generated: November 2, 2026

Potassium Carbonate → 5-Bromo-2-(cyclopropylmethoxy)-3-fluoropyridine

https://huagongshe.com/reaction/2277156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBromomethylcyclopropaneHCID 81503—
Reactant5-Bromo-3-fluoro-1,2-dihydropyridin-2-oneHCID 178517594—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-2-(cyclopropylmethoxy)-3-fluoropyridineHCID 86715117—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 5-bromo-3-fluoropyridin-2-ol (1.00 g) in DMF (10 mL) were added potassium carbonate (1.44 g) and (bromomethyl)cyclopropane (0.758 mL), and the mixture was stirred with heating at 70° C. for 30 min. The reaction mixture was allowed to cool to room temperature, and diluted with ethyl acetate and water, and the organic layer was separated. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (491 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133129B2
Source datasetuspto-grants-2015_09
ORD IDord-5f731484d9ca4b23a1c92c7461d5a90a
Source noteuspto-grants-2015_09