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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428117Generated: November 3, 2026

Hydrochloric Acid → HCID 86700070, compound

https://huagongshe.com/reaction/1428117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
Reactant2-Bromoethyldiethylammonium bromideHCID 70607—
ReactantEthyl 5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxylateHCID 66771917—
SolventDimethylformamideHCID 6228—
ProductHCID 86700070HCID 8670007023.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

Ethyl 5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxylate (270 mg) was suspended in DMF (3.0 ml). Cesium carbonate (1180 mg) and 2-bromo-N,N-diethylethylamine hydrobromide (405 mg) were added sequentially, and the mixture was stirred at 50° C. for six hours. A 1 N aqueous hydrochloric acid solution was added under ice cooling, and the insoluble matter was then removed by filtration through celite. After 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 89 mg of the title compound as an oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933103B2
Source datasetuspto-grants-2015_01
ORD IDord-54f910477f6940d78bfaa3b34f6dec4f
Source noteuspto-grants-2015_01