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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952345Generated: October 26, 2026

Potassium Carbonate → 3-Chloro-5-[(2,6-difluoropyridin-4-yl)oxy]benzonitrile

https://huagongshe.com/reaction/1952345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,4,6-TrifluoropyridineHCID 2783289—
Reactant3-Chloro-5-hydroxybenzonitrileHCID 21949878—
SolventDimethylformamideHCID 6228—
Product3-Chloro-5-[(2,6-difluoropyridin-4-yl)oxy]benzonitrileHCID 68513130—

Reaction Conditions

Temperature-50 °C

Reaction Steps

Compound 1-4 (577 mg; 3.76 mmol) and potassium carbonate (779 mg; 5.64 mmol) were added to a solution of 2,4,6 trifluoropyridine (500 mg; 3.76 mmol) in DMF with stirring at −50° C. The reaction mixture was slowly warmed to room temperature and then diluted water and EtOAc, after which the aqueous layer was extracted with EtOAc. The combined organic layers were washed with water (3×), brine (2×), dried over MgSO4, and concentrated to an oil. The crude residue was purified via column chromatography (0-25% EtOAc in hexanes.) to give the title compound. MS M+1=266.9. 1H NMR (CDCl3): 6.32 (m, 2H), 7.30 (m, 1H), 7.36 (m, 1H), 7.56 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404856B2
Source datasetuspto-grants-2013_03
ORD IDord-afdcae7434d24d3f8ce9031849aa040f
Source noteuspto-grants-2013_03