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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747794Generated: November 2, 2026

Sodium Carbonate → 5-(2-Fluorophenyl)pyridin-2(1H)-one

https://huagongshe.com/reaction/1747794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantLithium ChlorideHCID 433294—
Reactant5-Bromo-2-hydroxypyridineHCID 599528—
Reactant2-Fluorophenylboronic acidHCID 2734354—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventSodium chloride; waterHCID 57417360—
Product5-(2-Fluorophenyl)pyridin-2(1H)-oneHCID 203000835%

Reaction Conditions

Temperature100 °C

Reaction Steps

5-Bromopyridin-2(1H)-one (1.04 g), (2-fluorophenyl)boronic acid (0.924 g), sodium carbonate (1.40 g), lithium chloride (0.560 g) and tetrakis(triphenylphosphine)palladium(0) (0.347 g) were suspended in a mixed solvent of toluene (26.4 mL), ethanol (6.6 mL) and water (6.6 mL), and the suspension was stirred at 100° C. for 17 hr under an argon atmosphere. The reaction mixture was cooled to room temperature, diluted with brine, extracted with ethyl acetate, diluted with THF, dried over anhydrous sodium sulfate, filtered, concentrated, and purified by silica gel column chromatography (ethyl acetate/hexane→ethyl acetate/methanol) to give the title compound (0.0563 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150588B2
Source datasetuspto-grants-2015_10
ORD IDord-64b2d526362140e299911951c3ff6874
Source noteuspto-grants-2015_10