Reaktion #591915

Reaktionsgleichung

ethyl 7-amino-1H-indole-2-carboxylate

2-trifluoromethylbenzenesulfonyl chloride

→

title compound

Ausbeute 88.2%

ethyl 7-({[2-(trifluoromethyl)phenyl]sulfonyl}amino)-1H-indole-2-carboxylate

Ausbeute 88.2%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   EinengenThe reaction mixture was concentrated
3. 3
   workup.ADDITIONthe residue was diluted with ethyl acetate
4. 4
   WaschenThe solution was washed with aqueous citric acid solution and saturated brine
5. 5
   Filtrationfiltrated through silica gel
6. 6
   EinengenThe eluate was concentrated under reduced pressure
7. 7
   Sonstigethe obtained pale-brown oil was crystallized from ethyl acetate-hexane

Vorschrift

To a mixture of ethyl 7-amino-1H-indole-2-carboxylate (4.1 g) and pyridine (60 mL) was added 2-trifluoromethylbenzenesulfonyl chloride (5.0 g) under ice-cooling, and the mixture was stirred from under ice-cooling to room temperature for 18 hr. The reaction mixture was concentrated, and the residue was diluted with ethyl acetate. The solution was washed with aqueous citric acid solution and saturated brine, and filtrated through silica gel. The eluate was concentrated under reduced pressure, and the obtained pale-brown oil was crystallized from ethyl acetate-hexane to give the title compound (7.3 g, yield 88%) as pale-brown crystals. MS: 413 (MH+). melting point: 138-139° C.

Quelle