Reaktion #2354678
ord-e3a05ab4d7f04e5bb3e316ef30e32e23
Reaktionsgleichung
5-phenyl-3-(4-piperidinyl)-1H-indole-7-carboxamide
triethylamine
TEA
2-chloroethylsulfonyl chloride
→
title compound
Ausbeute 75.0%
3-[1-(ethenylsulfonyl)-4-piperidinyl]-5-phenyl-1H-indole-7-carboxamide
Ausbeute 75.0%
Edukte
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1SonstigeThe reaction mixture was partitioned between CH2Cl2 (100 mL) and water (50 mL)
- 2SonstigeThe organic layer was separated
- 3Extraktionthe aqueous layer was extracted with CH2Cl2 (2×100 mL)
- 4WaschenThe combined organic phase washed with brine (50 mL)
- 5Trocknendried over magnesium sulfate
- 6Filtrationfiltered
- 7SonstigeThe solvent was removed under reduced pressure
- 8Filtrationpurified via filtration through an SPE Cartridge (Aminopropyl NH2, 500 mg/6 mL)
Vorschrift
To a solution of 5-phenyl-3-(4-piperidinyl)-1H-indole-7-carboxamide (260 mg, 0.8 mmol) in CH2Cl2 at 0° C., triethylamine (0.44 mL, 3.2 mmol) and 2-chloroethylsulfonyl chloride (0.168 mL, 1.6 mmol) were added. The reaction mixture was stirred at 0° C. for 30 min. The reaction mixture was partitioned between CH2Cl2 (100 mL) and water (50 mL). The organic layer was separated and the aqueous layer was extracted with CH2Cl2 (2×100 mL). The combined organic phase washed with brine (50 mL), dried over magnesium sulfate and filtered. The solvent was removed under reduced pressure and purified via filtration through an SPE Cartridge (Aminopropyl NH2, 500 mg/6 mL) to give the title compound (245 mg, 75%).