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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194517Generated: November 1, 2026

Water → Ethyl 1-benzyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/2194517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 2-hydroxy-1,8-naphthyridine-3-carboxylateHCID 11564777—
SolventDimethylformamideHCID 6228—
ProductEthyl 1-benzyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylateHCID 6701011992%

Reaction Steps

1.50 g (6.9 mmol) of ethyl 2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in N,N-dimethylformamide (30 mL), and 1.43 g (10.4 mmol) of potassium carbonate and 1.36 g (7.9 mmol) of benzyl bromide were added thereto. The resulting mixture was stirred for one whole day and night at room temperature. The reaction mixture was poured into water, and the mixture was extracted with diethyl ether. The organic phase was dried, filtered, and concentrated. The residue was purified by column chromatography (ethyl acetate:n-hexane=3:7 to 1:1), and thus 1.95 g (yield: 92%) of the title compound was obtained as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334236B2
Source datasetuspto-grants-2012_12
ORD IDord-c1c00d676b7245dfbbe02fd4f9c10d23
Source noteuspto-grants-2012_12