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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42371Erstellt: 25. Oktober 2026

Chloride → 6-Chloro-3-phenyl-1,5-naphthyridin-2(1H)-one

https://huagongshe.com/reaction/42371

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChlorideHCID 312—
EduktTetrahydrofuranHCID 8028—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukttert-Butyl (6-chloro-2-formylpyridin-3-yl)carbamateHCID 58216578—
LösungsmittelChloroformHCID 6212—
Produkt6-Chloro-3-phenyl-1,5-naphthyridin-2(1H)-oneHCID 66524919—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of tert-butyl (6-chloro-2-formylpyridin-3-yl)carbamate (1-4) (5 g, 19.5 mmol), phenylacethyl chloride (3.3 g, 21.4 mmol), and DBU (9.8 g, 39 mmol) in THF (215 mL) was stirred at room temperature for 2 days and at 100° C. for overnight. The mixture was diluted with CHCl3, washed with water and brine, dried (MgSO4), filtered, and the solvent was removed under reduced pressure. To the residue was added CHCl3, and the resulting solid was collected by filtration to give 6-chloro-3-phenyl-1,5-naphthyridin-2(1H)-one (7-1) as colorless solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536193B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-9e8b644fdd414a4ab4ff50a1954391a0
Quellennotizuspto-grants-2013_09