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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194538Generated: November 1, 2026

Diethyl Malonate → Ethyl (6-methoxy-3-pyridinyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/2194538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
ReactantPiperidineHCID 8082—
Reactant2-(6-Methoxy-3-pyridinylamino)nicotinaldehydeHCID 86659347—
SolventEthanolHCID 702—
ProductEthyl (6-methoxy-3-pyridinyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylateHCID 6701088145%

Reaction Conditions

Temperature100 °C

Reaction Steps

6.4 g (28 mmol) of 2-(6-methoxy-3-pyridinylamino)nicotinaldehyde was dissolved in ethanol (50 mL), and 6.7 g (42 mmol) of diethyl malonate and 0.95 g (11 mmol) of piperidine were added thereto. The resulting mixture was stirred for 4 hours at 100° C. The solvent was distilled off under reduced pressure from the reaction mixture, and the residue was washed with a mixed solution of ethyl acetate and diisopropyl ether. Thus, 4.1 g of the title compound was obtained as a pale yellow solid (yield: 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334236B2
Source datasetuspto-grants-2012_12
ORD IDord-fc6e3a2b56ae49ee837fb70aad3b551c
Source noteuspto-grants-2012_12