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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1761036Generated: November 1, 2026

Ethyl 5-oxohexanoate → Ethyl 4-(1,8-naphthyridin-2-yl)butanoate

https://huagongshe.com/reaction/1761036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 5-oxohexanoateHCID 84130—
ReactantL-ProlineHCID 145742—
Reactant3-Pyridinecarboxaldehyde, 2-amino-HCID 737633—
SolventEthanolHCID 702—
ProductEthyl 4-(1,8-naphthyridin-2-yl)butanoateHCID 10955797—

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution consisting of 2-aminonicotinaldehyde (0.7 g; 5.8 mmol), ethyl 5-oxohexanoate (1.83 g; 11.6 mmol; 1.85 ml), L-proline (0.166 g; 1.45 mmol) and 50 ml of EtOH is heated at 90° C., with stirring, for 6 hours. The reaction mixture is then concentrated and the residue is purified by chromatography on silica gel (eluant: EtOAc) to yield the title product in the form of a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06846833B2
Source datasetuspto-grants-2005_01
ORD IDord-5119fa5279c84fc384c72bf7b2b4c6ae
Source noteuspto-grants-2005_01