Reaktion #2354673
ord-ea224ef05d6e49f5a75e75a0684f76a7
Reaktionsgleichung
5-phenyl-3-(4-piperidinyl)-1H-indole-7-carboxamide
triethylamine
TEA
2-chloroethanesulfonyl chloride
→
desired product
Ausbeute 32.0%
3-{1-[(2-chloroethyl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indole-7-carboxamide
Ausbeute 32.0%
Edukte
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Sonstigewas partitioned between CH2Cl2 and water
- 2SonstigeThe organic layer was separated
- 3Extraktionthe aqueous layer was extracted with CH2Cl2 (2×)
- 4TrocknenThe combined organic phase was dried over magnesium sulfate
- 5Sonstigethe solvent removed under reduced pressure
- 6FiltrationThe resulting residue was purified by 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 (65 mg, 0.2 mmol) in CH2Cl2 (5 mL) at 0° C., triethylamine (0.11 mL, 0.8 mmol) and 2-chloroethanesulfonyl chloride (0.042 mL, 0.4 mmol) were added. After stirring at 0° C. for 30 min. the reaction mixture was partitioned between CH2Cl2 and water. The organic layer was separated and the aqueous layer was extracted with CH2Cl2 (2×). The combined organic phase was dried over magnesium sulfate and the solvent removed under reduced pressure. The resulting residue was purified by filtration through an SPE Cartridge (Aminopropyl NH2, 500 mg/6 mL) to give the desired product (26 mg, 32%).