Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2180109Erstellt: 25. Oktober 2026

Cesium carbonate → 4-(4-Fluoro-2-methylindol-5-yloxy)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)cinnoline

https://huagongshe.com/reaction/2180109

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt4-fluoro-2-methyl-1H-indol-5-olHCID 10352036—
Edukt4-Chloro-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)cinnolineHCID 11278690—
LösungsmittelDimethylacetamideHCID 31374—
Produkt4-(4-Fluoro-2-methylindol-5-yloxy)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)cinnolineHCID 988997138%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A suspension of 4-chloro-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)cinnoline (60 mg, 0.187 mmol), 4-fluoro-5-hydroxy-2-methylindole (46 mg, 0.28 mmol) and cesium carbonate (121 mg, 0.37 mmol) in DMA (2 ml) was heated at 100° C. for 2 hours. The volatiles were removed under vacuum and the residue was purified by column chromatography eluting with methanol/methylene chloride (5/95) followed by methanol saturated with ammonia/methylene chloride (5/95). The fractions containing the expected product were combined and evaporated. The residue was triturated with a mixture of pentane/ether. The solid was filtered, washed with pentane and dried under vacuum to give 4-(4-fluoro-2-methylindol-5-yloxy)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)cinnoline (32 mg, 38%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06887874B2
Quelldatensatzuspto-grants-2005_05
ORD IDord-f6a11b8a021b4cbdbbce2a5e3bc51c56
Quellennotizuspto-grants-2005_05