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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194507Generated: November 2, 2026

Diethyl Malonate → Ethyl 2-hydroxy-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/2194507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
ReactantPyrrolidineHCID 31268—
ReactantN-(3-Formyl-2-pyridinyl)-2,2-dimethylpropanamideHCID 736837—
SolventEthanolHCID 702—
ProductEthyl 2-hydroxy-1,8-naphthyridine-3-carboxylateHCID 1156477732%

Reaction Conditions

Temperature100 °C

Reaction Steps

6.57 g (32 mmol) of 3-formyl-2-(pivaloylamino)pyridine was dissolved in ethanol (50 mL), and 10.2 g (64 mmol) of diethyl malonate and 1.6 mL (16 mmol) of pyrrolidine were added to the above solution. The resulting mixture was stirred overnight at 100° C. The reaction mixture was cooled to room temperature, and a solid precipitated therefrom was washed with ethanol. Thus, 2.2 g (yield: 32%) of the title compound was obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334236B2
Source datasetuspto-grants-2012_12
ORD IDord-0f4c1c8bc6d0478c8793c7cf282689b5
Source noteuspto-grants-2012_12