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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573126Generated: October 30, 2026

Cesium carbonate → Methyl 4-fluoro-2-(6-nitropyridin-3-yloxy)benzoate

https://huagongshe.com/reaction/573126

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-Chloro-2-nitropyridineHCID 259806—
ReactantMethyl 4-fluorosalicylateHCID 2775386—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 4-fluoro-2-(6-nitropyridin-3-yloxy)benzoateHCID 67226297—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of methyl 4-fluoro-2-hydroxybenzoate (23.5 g) and 2-nitro-5-chloropyridine (21.9 g) in N,N-dimethylformamide (120 mL) was added cesium carbonate (45 g). The mixture was stirred at 50° C. overnight. The mixture was diluted with ethyl acetate (800 mL) and washed with water (3×) and brine. After drying over Na2SO4 and filtration, the solvent was evaporated under vacuum and the residue was purified by silica gel chromatography (2% ethyl acetate in dichloromethane) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029404B2
Source datasetuspto-grants-2015_05
ORD IDord-d267665a583f4eed9091d2a00212a339
Source noteuspto-grants-2015_05