HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83623Erstellt: 24. Oktober 2026
p-Fluorophenethylamine → 1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)-N-(4-fluorophenethyl)piperidine-4-carboxamide
https://huagongshe.com/de/reaction/83623
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | p-Fluorophenethylamine | HCID 4653 | — |
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid | HCID 57385796 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)-N-(4-fluorophenethyl)piperidine-4-carboxamide | HCID 66571278 | — |
Reaktionsschritte
1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (100 mg, 0.252 mmol), EDCI (72.5 mg, 0.378 mmol), and 1-hydroxybenzotriazole (51.1 mg, 0.378 mmol) were dissolved in DCM (Volume: 3.0 ml). The reaction was stirred at room temperature for 10 minutes before Hunig's Base (0.066 ml, 0.378 mmol) and 2-(4-fluorophenyl)ethanamine (0.050 ml, 0.378 mmol) were added. The reaction was allowed to stir overnight at room temperature. The reaction was diluted with water and ethyl acetate. The organic phase was washed with 1N HCl, saturated sodium bicarbonate, and brine. The organic phase was dried over magnesium sulfate, filtered, and concentrated. The crude material was triturated with ethyl acetate to obtain product as a white solid. (Yield: 111 mg, white solid) 1H-NMR (400 MHz, DMSO-d6) 7.84, 7.62, 7.54, 7.36-7.30, 7.26-7.17, 7.14-7.04, 6.71, 5.49, 4.58-3.71, 3.25, 2.91, 2.69, 2.37-2.29, 1.61, 1.36
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08846684B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-fe4a4c7eeb004e4b963dd96e9a93c4a0 |
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| Quellennotiz | uspto-grants-2014_09 |
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