反応 #89999

反応方程式

Trifluoroacetic acid

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

diisopropylethylamine

methanesulfonyl chloride

→

compound

収率 29.0%

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

収率 29.0%

溶媒

water

dichloromethane

反応条件

後処理

1. 1
   抽出extracted with dichloromethane
2. 2
   洗浄After washing with saturated brine
3. 3
   乾燥the organic layer was dried over sodium sulfate
4. 4
   その他The drying agent was removed by filtration
5. 5
   その他the residues obtained
6. 6
   濃縮after concentration under reduced pressure
7. 7
   その他were separated by silica gel preparative TLC (ethyl acetate 100%)

実験手順

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%).

出典