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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351728Generated: October 30, 2026

Water → Ethyl 1-(3-bromophenyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/351728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178471910HCID 178471910—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 1-(3-bromophenyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylateHCID 11057804—

Reaction Conditions

Temperature0 °C

Reaction Steps

The crude compound from Step 1 was dissolved in tetrahydrofuran (500 mL), the solution was cooled to 0° C., and sodium hydride (as a 60% dispersion in oil, 9.4 g, 235 mmol) was added in portions. After stirring at 0° for 1 hour, the resulting mixture was allowed to warm up to room temperature. After 2 hours, water (400 mL) was added to the resulting suspension and the insoluble solid was filtered and washed copiously with water. When dry, the solid was stirred in ether (150 ML) at room temperature for 24 hours and filtered to afford the ethyl 1-(3-bromophenyl)-1,4-dihydro[1,8]naphthyridin-4-one-3-carboxylate compound as a cream-colored solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06743802B2
Source datasetuspto-grants-2004_06
ORD IDord-8e7a964a05614cb1b7d7bccfb53604d2
Source noteuspto-grants-2004_06