HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1188592Erstellt: 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/1188592
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 3,4,5-Trifluorobenzoyl chloride | HCID 2777023 | — |
| Edukt | HCID 178438386 | HCID 178438386 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 2-Propyl-4-(trifluoromethyl)-1-{[5-(3,4,5-trifluorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-1H-indole-5-carbonitrile | HCID 57800384 | 45,4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08673948B2 |
|---|
| Quelldatensatz | uspto-grants-2014_03 |
|---|
| ORD ID | ord-11c2bbdd65bf4544a85a51dfcf041412 |
|---|
| Quellennotiz | uspto-grants-2014_03 |
|---|