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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043141Generated: November 1, 2026

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

https://huagongshe.com/reaction/1043141

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 three times with water 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 numberUS08557983B2
Source datasetuspto-grants-2013_10
ORD IDord-c6e09d18ad4d4066b3d0f82820f08d61
Source noteuspto-grants-2013_10