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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83650Erstellt: 24. Oktober 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → ethyl 1-(1H-benzo[d]imidazole-2-carbonyl)piperidine-4-carboxylate

https://huagongshe.com/de/reaction/83650

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
EduktEthyl 4-piperidinecarboxylateHCID 70770—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktDiisopropylethylamineHCID 81531—
Edukt2-Benzimidazolecarboxylic acidHCID 233240—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelEthyl AcetateHCID 8857—
Produktethyl 1-(1H-benzo[d]imidazole-2-carbonyl)piperidine-4-carboxylateHCID 68379598—

Reaktionsschritte

1H-benzo[d]imidazole-2-carboxylic acid, H2O (500 mg, 2.78 mmol), EDCI (1170 mg, 6.11 mmol), and 1-HYDROXYBENZOTRIAZOLE (825 mg, 6.11 mmol) were dissolved in DCM. The reaction was allowed to stir for 10 minutes before Hunig's Base (1.066 mL, 6.11 mmol) and ethyl piperidine-4-carboxylate (0.941 mL, 6.11 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 saturated sodium chloride solution. The ethyl acetate layer was dried over magnesium sulfate, filtered and concentrated. The resulting crude material was triturated with ethyl acetate to obtain white solid as a product. (Yield: 113 mg, white solid) 1H-NMR (400 MHz, DMSO-d6) 13.09, 7.74, 7.53, 7.36-7.20, 5.31, 4.42, 4.09, 3.48, 3.05, 2.77-2.66, 1.97, 1.69-1.50, 1.20

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846684B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-e1197e1bdd544ebba4deaa7ef24d5c7b
Quellennotizuspto-grants-2014_09