HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)-N-(2-(pyridin-4-yl)ethyl)piperidine-4-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 4-Pyridineethanamine | HCID 83275 | — |
| Edukt | 1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid | HCID 57385796 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)-N-(2-(pyridin-4-yl)ethyl)piperidine-4-carboxamide | HCID 66571217 | — |
Reaktionsschritte
1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (390 mg, 0.982 mmol), 1-hydroxybenzotriazole (221 mg, 1.637 mmol) and EDCI (314 mg, 1.637 mmol) were dissolved in DCM (Volume: 4.0 ml). The suspension was stirred at room temperature for 10 minutes where it turned clear. Hunig's Base (0.286 ml, 1.637 mmol) and 2-(pyridin-4-yl)ethanamine (0.098 ml, 0.819 mmol) were added. The reaction was stirred at room temperature overnight. The reaction was concentrated and triturated with ethyl acetate to afford the product as a white solid. Yield: 328 mg (White solid) 1H-NMR (500 MHz, DMSO-d6) 8.46, 7.91, 7.63, 7.55, 7.34, 7.25-7.18, 7.14-7.06, 6.72, 5.49, 4.54-3.80, 3.32, 3.07-2.77, 2.73, 2.37-2.28, 1.77-1.18.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08846684B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-df94553b86184979bf7350a0e906575b |
| Quellennotiz | uspto-grants-2014_09 |