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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 503120Erstellt: 25. Oktober 2026

Ethyl Acetate → 2-(3-(3-Fluorophenyl)-1H-5-indazolyl]acetonitrile

https://huagongshe.com/reaction/503120

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktSodium CyanideHCID 8929—
Edukt1h-Indazole-1-carboxylic acid,5-(chloromethyl)-3-(3-fluorophenyl)-,1,1-dimethylethyl esterHCID 22260616—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt2-(3-(3-Fluorophenyl)-1H-5-indazolyl]acetonitrileHCID 222606228,9%

Reaktionsschritte

To a solution of 1.0 g of tert-butyl 5-(chloromethyl)-3-(3-fluorophenyl)-1H-1-indazolecarboxylate in 5 ml dimethyl sulfoxide was added 204 mg of sodium cyanide, and the mixture was stirred at room temperature for 50 minutes. To the reaction mixture was added 50 ml of ethyl acetate, and after washing with water, the aqueous layer was re-extracted with diethyl ether. The collected organic layer 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=1:9), and suspended in diethyl ether-diisopropyl ether, to give 62 mg of the title compound as yellow crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07776890B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-140b002579f946f7a639c47367376847
Quellennotizuspto-grants-2010_08