Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1059981Generated: November 3, 2026

Sodium Carbonate → HCID 18631004, compound

https://huagongshe.com/reaction/1059981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant2-Bromo-4-methoxypyridineHCID 4738484—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 18631004HCID 1863100485.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of 2-bromo-4-methoxypyridine (0.94 g), 4-fluorophenylboronic acid (909 mg) and tetrakis(triphenylphosphine)-palladium (289 mg) in 1,2-dimethoxyethane (20 ml) was added 2M aqueous solution of sodium carbonate (6.5 ml). The mixture was stirred at 80° C. for 4 hours under a nitrogen atmosphere, then cooled to room temperature and diluted with ethyl acetate. The organic layer was separated, washed with water and brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 50 g, 30% ethyl acetate in n-hexane) to give 4-(4-methoxypyridin-2-yl)fluorobenzene (0.866 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06521643B1
Source datasetuspto-grants-2003_02
ORD IDord-2edcff9488b34b84b0e092023b733f56
Source noteuspto-grants-2003_02