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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1376140Erstellt: 25. Oktober 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 5-Chloro-N-[1-(methoxycarbonylmethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-1H-indole-2-carboxamide

https://huagongshe.com/reaction/1376140

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt5-Chloro-1H-indole-2-carboxylic acidHCID 82693—
EduktMethyl (3-amino-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetateHCID 21974597—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt5-Chloro-N-[1-(methoxycarbonylmethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-1H-indole-2-carboxamideHCID 10194471—

Reaktionsschritte

5-Chloro-1H-indole-2-carboxylic acid (493 mg, 2.52 mmol), HOBT (340 mg, 2.52 mmol), DCM (100 mL) and finally EDCI (483 mg, 2.52 mmol) were added to methyl 2-(3-amino-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate (Method 1; 590 mg, 2.52 mmol) and the reaction was stirred for 18 h. The reaction was then diluted with water (50 mL) and stirred vigorously for 30 min. The resultant precipitate was filtered and washed with Et2O (2×20 mL). After filtration the resultant solid was then triturated with refluxing Et2O (25 mL) and after cooling the title compound (608 mg, 59%) was collected again by filtration as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07169927B2
Quelldatensatzuspto-grants-2007_01
ORD IDord-b0d586f9bdae4d878555e219d8b95831
Quellennotizuspto-grants-2007_01