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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 591699Erstellt: 25. Oktober 2026

Dimethylamine → 5-bromo-1H-indole-2-carboxylic acid dimethylamide

https://huagongshe.com/reaction/591699

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylamineHCID 674—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt5-Bromo-1H-indole-2-carboxylic acidHCID 252137—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-bromo-1H-indole-2-carboxylic acid dimethylamideHCID 47154939—

Reaktionsschritte

To a solution of 5-bromo-1H-indole-2-carboxylic acid (2.40 g, 10.0 mmol) in THF (100 mL) were added EDCl (2.11 g, 30.0 mmol), HOBt (1.49 g, 11.0 mmol). The reaction mixture was stirred at room temperature for 10 minutes. Then, a solution of N,N-dimethyl amine (2.0 M solution in THF, 15 mL, 30.0 mmol) was added. The mixture was stirred for 16 hours at room temperature. Solvent was evaporated, the residue was taken in ethyl acetate (200 mL), and water (200 mL) was added. The organic phase was separated; the aqueous phase was extracted with ethyl acetate (200 mL). The combined organic phase was washed with water (100 mL), then brine (100 mL), and dried over anhydrous sodium sulfate. Solvent was evaporated and dried under vacuum to give 5-bromo-1H-indole-2-carboxylic acid dimethylamide as an off-white solid. Yield: 2.56 g (96%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09238640B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-f0109ed374164b00a365524ac0d1c636
Quellennotizuspto-grants-2016_01