HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → N-[3-(1-Methylpiperdin-4-yl)indol-5-yl]-N'-[4-(pyridin-4-yl)naphth-1-yl]-urea
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Triphosgene | HCID 94429 | — |
| Edukt | 4-(Pyridin-4-yl)naphth-1-ylamine | HCID 10857012 | — |
| Edukt | 3-(1-Methylpiperidin-4-yl)-1h-indol-5-amine | HCID 11831220 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-[3-(1-Methylpiperdin-4-yl)indol-5-yl]-N'-[4-(pyridin-4-yl)naphth-1-yl]-urea | HCID 9912824 | — |
Reaktionsschritte
To a stirred solution of triphosgene (0.09 g, 0.31 mmole) in dichloromethane (15 ml) under argon, was added dropwise a solution of 4-(pyridin-4-yl)naphth-1-ylamine (D3, 0.17 g, 0.77 mmole) and triethylamine (0.12 ml, 0.83 mmole) in dichloromethane (10 ml). The mixture was then stirred at room temperature for 20 minutes, then a solution of 5-amino-3-(1-methylpiperidin-4-yl)-1H-indole (D2, 0.15 g, 0.66 mmole) in dichloromethane (10 ml) was slowly added. After stirring the mixture for 1 hour, dilute potassium carbonate solution (10 ml) was added. The precipitated solid mass was collected and purified by flash chromatography on silica gel eluting with CH2Cl2/MeOH/NH4OH (100:10:1) to afford the title compound as a buff powder (0.14 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06391891B1 |
| Quelldatensatz | uspto-grants-2002_05 |
| ORD ID | ord-238f452054944339b0db327ba733cb72 |
| Quellennotiz | uspto-grants-2002_05 |