反応 #4190

反応方程式

N-Bromosuccinimide

N-[2-(indolin-1-yl)-5-bromophenyl]-4-methyl-1-piperazinecarboxamide

dichloromethane

→

product

収率 84.0%

N-[2-(5-bromoindolin-1-yl)-5-bromophenyl]-4-methyl-1-piperazinecarboxamide

収率 84.0%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   温度The solution was cooled
2. 2
   その他The layers were separated
3. 3
   洗浄the organic phase was washed with water (3×500 ml), brine (500 ml)
4. 4
   乾燥dried over anhydrous sodium sulfate
5. 5
   ろ過The mixture was filtered
6. 6
   濃縮the filtrate was concentrated
7. 7
   その他The residue was purified by chromatography over silica gel (60 g, eluted with 4% methanol:96% dichloromethane, 1 l)
8. 8
   濃縮concentrated

実験手順

N-Bromosuccinimide (2.6 g, 14.5 mmoles) was added to a solution of N-[2-(indolin-1-yl)-5-bromophenyl]-4-methyl-1-piperazinecarboxamide (5.0 g, 12.0 mmoles) in dimethylformamide (50 ml). The solution was stirred at room temperature for 15 minutes and at 60° C. for 15 minutes. The solution was cooled and poured into dichloromethane (500 ml). The layers were separated and the organic phase was washed with water (3×500 ml), brine (500 ml), and dried over anhydrous sodium sulfate. The mixture was filtered and the filtrate was concentrated. The residue was purified by chromatography over silica gel (60 g, eluted with 4% methanol:96% dichloromethane, 1 l). The appropriate fractions were pooled and concentrated to give 4.8 g (84%) of product. Recrystallization from chloroform and hexane gave the analytical sample, mp 118°-119.5° C.

出典