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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 913665Erstellt: 25. Oktober 2026

Diisopropylethylamine → 2-Propyl-4-(trifluoromethyl)-1-{[5-(3,4,5-trifluorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-1H-indole-5-carbonitrile

https://huagongshe.com/reaction/913665

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt3,4,5-Trifluorobenzoyl chlorideHCID 2777023—
EduktHCID 178438386HCID 178438386—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-Propyl-4-(trifluoromethyl)-1-{[5-(3,4,5-trifluorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-1H-indole-5-carbonitrileHCID 5780038445,4%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

To a solution of 2-[5-cyano-2-propyl-4-(trifluoromethyl)-1H-indol-1-yl]-N-hydroxyethanimidamide (Example 275A) (0.100 g, 0.308 mmol) in anhydrous acetonitrile (3.0 mL) under N2, was added 3,4,5-trifluorobenzoyl chloride (0.241 g, 1.23 mmol) and N,N-diisopropylethylamine (0.50 mL, 5.21 mmol). The mixture was then heated in a microwave at 150° C. for 30 min. Upon cooling, the mixture was poured onto a biotage prepak column and the mixture was purified by flash chromatography (0-25% EtOAc-hexanes gradient) to give 0.065 g (45% yield) of pure product: MS (ES) m/z 464 (M+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08026262B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-be5b9c398fc047a5bf2764d3c11a42e9
Quellennotizuspto-grants-2011_09