Reacción #89999

Ecuación de reacción

Trifluoroacetic acid

8-(2-amino-ethoxy)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

diisopropylethylamine

methanesulfonyl chloride

→

compound

Rendimiento 29.0%

N-[2-(3-Cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yloxy)-ethyl]-methanesulfonamide

Rendimiento 29.0%

Disolventes

water

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with dichloromethane
2. 2
   LavadoAfter washing with saturated brine
3. 3
   Secadothe organic layer was dried over sodium sulfate
4. 4
   OtroThe drying agent was removed by filtration
5. 5
   Otrothe residues obtained
6. 6
   Concentraciónafter concentration under reduced pressure
7. 7
   Otrowere separated by silica gel preparative TLC (ethyl acetate 100%)

Procedimiento

Trifluoroacetic acid salt of 8-(2-amino-ethoxy)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (Compound A8-2, 19 mg, 0.044 mmol) was suspended in dichloromethane (0.5 mL), added with diisopropylethylamine (0.0157 mL, 2 eq.) and methanesulfonyl chloride (0.0034 mL, 1 eq.), and then stirred at room temperature for 2 hr. The reaction solution was added to water, and then extracted with dichloromethane. After washing with saturated brine, the organic layer was dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were separated by silica gel preparative TLC (ethyl acetate 100%) to obtain the target compound (5.5 mg, 29%).

Fuente