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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428081Generated: October 31, 2026

Propyl Acetate → Ethyl 5-(4-fluorophenyl)-1-isopropyl-4-oxo-1,4-dihydropyridine-3-carboxylate

https://huagongshe.com/reaction/1428081

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropyl AcetateHCID 7997—
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantEthyl 4-(4-fluorophenyl)-3-oxobutanoateHCID 10585213—
ProductEthyl 5-(4-fluorophenyl)-1-isopropyl-4-oxo-1,4-dihydropyridine-3-carboxylateHCID 89861067—

Reaction Conditions

Temperature90 °C

Reaction Steps

N,N-Dimethylformamide dimethylacetal (3.6 ml) was added to a solution of ethyl 4-(4-fluorophenyl)-3-oxobutanoate (1200 mg) in n-propyl acetate (13 ml) at room temperature, and the mixture was stirred at 90° C. for four hours. The solvent was distilled off under reduced pressure, and ethanol (18 ml) was added, followed by addition of 2-propylamine (688 μl). After stirring at 60° C. for one hour, 2-propylamine (459 μl) was added and the mixture was further stirred at 60° C. for one hour. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [chloroform:methanol=300:1->80:1 (v/v)] to give 620 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-09143ca151c94ccdbe4db37e5b006437
Source noteuspto-grants-2015_01