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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842202Generated: November 2, 2026

Cesium carbonate → Methyl 5-fluoromethoxypyridine-2-carboxylate

https://huagongshe.com/reaction/1842202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 5-hydroxypyridine-2-carboxylateHCID 4715126—
ReactantFluoromethyl 4-methylbenzenesulfonateHCID 13862289—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 5-fluoromethoxypyridine-2-carboxylateHCID 5782726542.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

A solution containing fluoromethyl toluene-4-sulfonate (233 mg) in DMF was added to a solution containing methyl 5-hydroxypyridine-2-carboxylate (100 mg) and cesium carbonate (532 mg) in DMF (5 mL). The reaction solution was stirred at 70° C. for three hours. The reaction solution was cooled to room temperature. Ethyl acetate and saturated aqueous ammonium chloride were added to the reaction solution, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate, and the insoluble matter was separated by filtration. The filtrate was concentrated and the residue was purified by silica gel column chromatography to obtain the title compound (51 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946210B2
Source datasetuspto-grants-2015_02
ORD IDord-cd0b9cac3bd340e4bb49e94532febaa3
Source noteuspto-grants-2015_02