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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-FluorophenethylamineHCID 4653—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktDiisopropylethylamineHCID 81531—
Edukt1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acidHCID 57385796—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)-N-(4-fluorophenethyl)piperidine-4-carboxamideHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846684B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-fe4a4c7eeb004e4b963dd96e9a93c4a0
Quellennotizuspto-grants-2014_09