Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 524052Erstellt: 25. Oktober 2026

Potassium Carbonate → 7-chloro-3-(3,5-dimethoxyphenyl)-1-methyl-1,6-naphthyridin-2(1H)-one

https://huagongshe.com/reaction/524052

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktMethyl 3,5-dimethoxyphenylacetateHCID 592191—
Edukt6-Chloro-4-(methylamino)nicotinaldehydeHCID 23434571—
LösungsmittelDimethylformamideHCID 6228—
Produkt7-chloro-3-(3,5-dimethoxyphenyl)-1-methyl-1,6-naphthyridin-2(1H)-oneHCID 8671357680,8%

Reaktionsbedingungen

Temperatur105 °C

Reaktionsschritte

A mixture of 6-chloro-4-(methylamino)nicotinaldehyde (3.7 g, 21.7 mmol), methyl 2-(3,5-dimethoxyphenyl)acetate (4.5 g, 21.7 mmol) and potassium carbonate (9.0 g, 65.1 mmol) in N,N-dimethylformamide (30 mL) was heated at 105° C. for 5 h. LCMS showed the reaction was completed. The reaction was cooled to RT, quenched with water (200 mL), and filtered. The filtration cake was washed by petroleum ether (50 mL) and ethyl acetate (50 mL) to afford the title compound (5.8 g, 77%) as a yellow solid. MS (ES+) C18H19ClN2O3 requires: 346, 348. found: 347, 349 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09340514B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-9cf9ea22fa634854a14f4dd1149174fa
Quellennotizuspto-grants-2016_05