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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337543Generated: October 27, 2026

Water → Benzyl 1-benzyl-2-oxo-1,2-dihydropyridine-4-carboxylate

https://huagongshe.com/reaction/337543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Hydroxyisonicotinic AcidHCID 280756—
SolventDimethylformamideHCID 6228—
ProductBenzyl 1-benzyl-2-oxo-1,2-dihydropyridine-4-carboxylateHCID 2314421034%

Reaction Conditions

Temperature50 °C

Reaction Steps

2-Oxo-1,2-dihydropyridine-4-carboxylic acid (2.00 g, 14.4 mmol) obtained in Step 1 was dissolved in DMF (29 mL), and potassium carbonate (7.95 g, 57.6 mmol) and benzyl bromide (5.13 mL, 43.2 mmol) were added thereto, followed by stirring at 50° C. 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 (hexane:ethyl acetate=2:1) to afford benzyl 1-benzyl-2-oxo-1,2-dihydropyridine-4-carboxylate (1.58 g, 34%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889718B2
Source datasetuspto-grants-2014_11
ORD IDord-e3e29a4d348144e7b4772b1ebf037c58
Source noteuspto-grants-2014_11