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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1355627Erstellt: 26. Oktober 2026

p-Anisoyl chloride → Ethyl 3-(4-methoxybenzamido)-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1355627

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Anisoyl chlorideHCID 7477—
EduktTriethylamineHCID 8471—
EduktEthyl 3-amino-1H-indole-2-carboxylateHCID 732887—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelEthyl AcetateHCID 8857—
ProduktEthyl 3-(4-methoxybenzamido)-1H-indole-2-carboxylateHCID 75136394,1%

Reaktionsschritte

To a solution of 3-amino-2-indolecarboxylic acid ethyl ester (500 mg, 2.45 mmol) and triethylamine (272 mg, 2.70 mmol) in methylene chloride (5 mL) was added anisoyl chloride (418 mg, 2.45 mmol). The resulting mixture was stirred for 18 h at room temperature. The reaction mixture was diluted with ethyl acetate and washed with water. The organic phase was washed with 1 N aqueous hydrochloric acid, dried (sodium sulfate), filtered, and concentrated in vacuo to provide a yellow solid. Recrystallization from hexane/ethyl acetate provided 780 mg (94%) of the title compound as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06586459B2
Quelldatensatzuspto-grants-2003_07
ORD IDord-209c1c53411c4a919ad228597f1cc357
Quellennotizuspto-grants-2003_07