HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 913676Erstellt: 25. Oktober 2026
Triethylamine → 1-{[5-(2-Chloro-5-iodophenyl)-1,2,4-oxadiazol-3-yl]methyl}-2-propyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile
https://huagongshe.com/reaction/913676
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 2-Chloro-5-iodobenzoyl chloride | HCID 4769302 | — |
| Edukt | HCID 178438386 | HCID 178438386 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 1-{[5-(2-Chloro-5-iodophenyl)-1,2,4-oxadiazol-3-yl]methyl}-2-propyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile | HCID 57800172 | 22% |
Reaktionsschritte
To a solution of 2-[5-cyano-2-propyl-4-(trifluoromethyl)-1H-indol-1-yl]-N-hydroxyethanimidamide (Example 275A) (0.05 g, 0.154 mmol) in anhydrous acetonitrile (10.0 mL) under N2, was added 2-chloro-5-iodobenzoyl chloride (0.159 g, 0.528 mmol) and triethylamine (0.5 mL, 6.81 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 0.019 g (22% yield) of pure product: MS (ES) m/z 570 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08026262B2 |
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| Quelldatensatz | uspto-grants-2011_09 |
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| ORD ID | ord-fe847a23bcc2492ba02497ac466903ea |
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| Quellennotiz | uspto-grants-2011_09 |
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