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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57190Erstellt: 25. Oktober 2026

Dimethylformamide → 3-(2-ethoxypyridin-3-yl)-6-fluoro-3-hydroxy-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile

https://huagongshe.com/reaction/57190

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktHCID 67087630HCID 67087630—
KatalysatorZinc cyanide (Zn(CN)2)HCID 11186—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Produkt3-(2-ethoxypyridin-3-yl)-6-fluoro-3-hydroxy-2-oxo-2,3-dihydro-1H-indole-5-carbonitrileHCID 67087458—

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

161 mg (0.14 mmol) of tetrakis(triphenylphosphine)palladium (0) were added to a solution of 1.7 g (4.63 mmol) of 5-bromo-3-(2-ethoxypyridin-3-yl)-6-fluoro-3-hydroxy-1,3-dihydroindol-2-one from example a.1 and 544 mg (4.63 mmol) of zinc cyanide in 18 ml of dimethylformamide (DMF), and the mixture was agitated in a Biotage microwave apparatus at 150° C. for 1 h. The reaction solution was worked up by diluting with 300 ml of water, extracting with ethyl acetate (3×) and washing with saturated sodium chloride solution (1×). The combined organic phases were dried over magnesium sulfate and filtered, and the solvent was removed in vacuo. 1.67 g of 3-(2-ethoxypyridin-3-yl)-6-fluoro-3-hydroxy-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile were obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434713B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-a512612913aa48d497144ffc2801fd6e
Quellennotizuspto-grants-2016_09