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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693170Generated: October 31, 2026

Cesium carbonate → Methyl 5-fluoromethoxypyridine-2-carboxylate

https://huagongshe.com/reaction/1693170

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 numberUS08158620B2
Source datasetuspto-grants-2012_04
ORD IDord-5f9f1bdd39544ca494e69e69137b3d71
Source noteuspto-grants-2012_04