HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → 2-acetamido-N-tert-butyl-2-(2-(pyridin-2-yl)ethyl)hex-5-enamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Tert-Butyl isocyanide | HCID 23577 | — |
| Edukt | Ammonium Acetate | HCID 517165 | — |
| Edukt | 1-(Pyridin-2-yl)hept-6-en-3-one | HCID 66833133 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | 2,2,2-Trifluoroethanol | HCID 6409 | — |
| Produkt | 2-acetamido-N-tert-butyl-2-(2-(pyridin-2-yl)ethyl)hex-5-enamide | HCID 66833708 | 95% |
Reaktionsschritte
A solution of 1-(pyridin-2-yl)hept-6-en-3-one (825 mg, 4.36 mmol) and ammonium acetate (1.01 g, 13.09 mmol) in 2,2,2-trifluoroethanol (3 mL) was treated with tert-butyl isocyanide (730 mg, 0.99 mL, 8.80 mmol). After stirring at room temperature for 6 days, the reaction mixture was purified by flash column chromatography (crude reaction mixture loaded on the top of the column; silica gel, 0-10% methanol in dichloromethane) to give 2-acetamido-N-tert-butyl-2-(2-(pyridin-2-yl)ethyl)hex-5-enamide as white solid (1.37 g, 95%). ESI MS found for C19H29N3O2 m/z [332.2 (M+1)].
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09040703B2 |
| Quelldatensatz | uspto-grants-2015_05 |
| ORD ID | ord-cca06af7926e42fd8381b1e474a7ad20 |
| Quellennotiz | uspto-grants-2015_05 |