Reaktion #2354672
ord-926cc8cdf5c446aab40b4d21f2d5d256
Reaktionsgleichung
5-phenyl-3-(4-piperidinyl)-1H-indole-7-carboxamide
triethylamine
TEA
2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanesulfonyl chloride
→
crude product
Ausbeute 61.0%
3-(1-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]sulfonyl}-4-piperidinyl)-5-phenyl-1H-indole-7-carboxamide
Ausbeute 61.0%
Edukte
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1SonstigeThe reaction mixture was partitioned between CH2Cl2 and water
- 2SonstigeThe organic layer was separated
- 3Extraktionthe aqueous layer was extracted with CH2Cl2 (2×)
- 4WaschenThe combined organic phase washed with brine
- 5Trocknendried over magnesium sulfate
- 6Filtrationfiltered
- 7SonstigeThe solvent was removed under reduced pressure
Vorschrift
To a solution of 5-phenyl-3-(4-piperidinyl)-1H-indole-7-carboxamide (84.8 mg, 0.265 mmol) in CH2Cl2 at 0° C., triethylamine (0.15 mL, 1.06 mmol) and 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanesulfonyl chloride (87.03 mg, 0.32 mmol) were added. The reaction mixture was stirred 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 washed with brine, dried over magnesium sulfate and filtered. The solvent was removed under reduced pressure to give the crude product (90 mg, 61%).