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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428089Generated: October 29, 2026

Ethyl Acetate → HCID 86700039, compound

https://huagongshe.com/reaction/1428089

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactant4-(Bromomethyl)pyridine hbrHCID 12752219—
ReactantEthyl 5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxylateHCID 66771917—
SolventDimethylformamideHCID 6228—
ProductHCID 86700039HCID 8670003946.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-(Bromomethyl)pyridine hydrobromide (290 mg) was added to a suspension of ethyl 5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxylate (200 mg) and cesium carbonate (998 mg) in DMF (5 ml) at room temperature. The reaction mixture was stirred at 100° C. overnight. The reaction mixture was returned to room temperature and diluted by adding ethyl acetate. The organic layer was washed with water and brine and dried over sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, the residue was purified by silica gel column chromatography [chloroform:methanol=10:0->19:1->9:1 (v/v)], and the eluate was concentrated under reduced pressure. The residue was purified by PLC [dichloromethane:methanol=10:1 (v/v)] to give 126 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-374a365b1d1840ce8a878c3e215d4194
Source noteuspto-grants-2015_01