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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428116Generated: November 2, 2026

Hydrochloric Acid → HCID 86700069, compound

https://huagongshe.com/reaction/1428116

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
Reactant1-Chloro-2-methylpropan-2-olHCID 68409—
ReactantEthyl 5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxylateHCID 66771917—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 86700069HCID 86700069—

Reaction Conditions

Temperature70 °C

Reaction Steps

Ethyl 5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxylate (400 mg) was suspended in DMF (5.0 ml). Cesium carbonate (1200 mg), 1-chloro-2-methyl-2-propanol (345 μl) and tetra-n-butylammonium iodide (56 mg) were added sequentially, and the mixture was stirred at 70° C. for 10 hours. A 1 N aqueous hydrochloric acid solution was added at room temperature. The insoluble matter was removed by filtration through celite, followed by extraction with ethyl acetate. The organic layer was washed with water and brine and then dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [chloroform:methanol=300:1->60:1 (v/v)] to give 57 mg of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933103B2
Source datasetuspto-grants-2015_01
ORD IDord-9f2be6c5a403401aabad39c52e907e57
Source noteuspto-grants-2015_01