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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967869Generated: October 26, 2026

Water → Methyl 1-ethyl-6-oxo-1,6-dihydropyridine-3-carboxylate

https://huagongshe.com/reaction/1967869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 6-oxo-1,6-dihydropyridine-3-carboxylateHCID 416343—
SolventDimethylformamideHCID 6228—
ProductMethyl 1-ethyl-6-oxo-1,6-dihydropyridine-3-carboxylateHCID 1263357179.3%

Reaction Steps

Methyl 2-oxo-1,2-dihydropyridine-5-carboxylate (400 mg, 2.61 mmol) obtained in Step 3 was dissolved in DMF (3 mL), and 55% sodium hydride (125 mg, 2.87 mmol) and ethyl iodide (0.230 mL, 2.87 mmol) were added thereto, followed by stirring at room temperature for 2 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography (ethyl acetate) to afford methyl 1-ethyl-2-oxo-1,2-dihydropyridine-5-carboxylate (375 mg, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420827B2
Source datasetuspto-grants-2013_04
ORD IDord-1e00b1533f5a4d4995ae6bcb80c146f6
Source noteuspto-grants-2013_04