Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361896Generated: October 27, 2026

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

https://huagongshe.com/reaction/1361896

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 numberUS07880013B2
Source datasetuspto-grants-2011_02
ORD IDord-9131dae1c97f4adc887d320fabeca988
Source noteuspto-grants-2011_02