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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 503129Erstellt: 26. Oktober 2026

Ethyl Acetate → 3-(3-fluorophenyl)-6-nitro-1H-indazole

https://huagongshe.com/reaction/503129

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktTributyl(3-fluorophenyl)stannaneHCID 14915092—
Edukt3-bromo-6-nitro-1H-indazoleHCID 178526431—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt3-(3-fluorophenyl)-6-nitro-1H-indazoleHCID 2226089528,4%

Reaktionsbedingungen

Temperatur180 °C

Reaktionsschritte

To a solution of 1.0 g of 3-bromo-6-nitro-1H-indazole in 10 ml N-methylpyrrolidone were added 2.0 g of (3-fluorophenyl)tri-n-butyltin, and 480 mg of tetrakis(triphenylphosphine)palladium(0), and the mixture was stirred at 180° C. for 2 hours. To the reaction mixture was added 60 ml of ethyl acetate. The mixture was sequentially washed with water (×2) and brine, dried over anhydrous magnesium sulfate and the solvent was evaporated. The crude product was purified and separated by silica gel column chromatography (ethyl acetate:toluene=1:49), to give 302 mg of the title compound as orange crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07776890B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-93c56cabe48a441a80a5927dd683c736
Quellennotizuspto-grants-2010_08