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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696935Generated: October 31, 2026

3-Aminopropionitrile → Ethyl 7-chloro-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/1696935

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-AminopropionitrileHCID 1647—
ReactantEthyl (2Z)-2-((2,6-dichloropyridin-3-yl)carbonyl)-3-(dimethylamino)prop-2-enoateHCID 15675736—
SolventDiethyl ether ethanolHCID 21585056—
ProductEthyl 7-chloro-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylateHCID 87333475—

Reaction Conditions

Temperature75 °C

Reaction Steps

A solution of EXAMPLE 81A (20 g) and 3-aminopropionitrile (4.9 mL) in 1:1 ethanol/diethyl ether (400 mL) was stirred for 15 minutes, diluted with hexanes (1 L), and filtered. The filtrant was dissolved in acetonitrile (400 mL), and the resulting solution was treated with potassium carbonate (17.4 g), heated at 75° C. for 18 hours then cooled, diluted with water (1.5 L), stirred for 1 hour, and filtered.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163769B2
Source datasetuspto-grants-2012_04
ORD IDord-2d11fef41e544d75b34d55a10652b3f1
Source noteuspto-grants-2012_04