HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → tert-butyl 4-(1H-indol-5-ylamino)piperidine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 5-Aminoindole | HCID 78867 | — |
| Edukt | tert-Butyl 4-oxopiperidine-1-carboxylate | HCID 735900 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | tert-butyl 4-(1H-indol-5-ylamino)piperidine-1-carboxylate | HCID 66650318 | 125,6% |
Reaktionsschritte
5-Aminoindole (100 mg, 0.757 mmol) was dissolved in acetonitrile (2 mL), and the solution was added with 1-(tert-butoxycarbonyl)-4-piperidinone (181 mg, 0.908 mmol), acetic acid (0.870 mL, 15.2 mmol) and sodium triacetoxyborohydride (160 mg, 0.755 mmol) little by little, followed by stirring at room temperature for 1 hour. The reaction mixture was added with water and sodium carbonate to adjust the pH to 9. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated to obtain 5-[1-(tert-butoxycarbonyl)-4-piperidylamino]indole (300 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745641B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-7553ba8747dd4129bdae1918f61fc2ba |
| Quellennotiz | uspto-grants-2010_06 |