반응 #4121

반응 방정식

N-[2-(5-bromo-1-indolinyl)phenyl]phenylcarbamate

N-methylpiperazine

→

product

수율 90.0%

N-[2-(5-bromo-1-indolinyl)phenyl]-4-methyl-1-piperazinecarboxamide

수율 90.0%

용매

ether

반응 조건

후처리

1. 1
   기타The ether was evaporated
2. 2
   여과The mixture was filtered through a silica gel column (150 g)
3. 3
   세척the column was washed with 2% methanol-dichloromethane solution (2 l)
4. 4
   기타The solvent was evaporated
5. 5
   기타The residue was purified by flash chromatography on a silica gel column (150 g, 230-400 mesh)
6. 6
   세척eluted with 1% methanol/dichloromethane (4 l), 1.5% methanol/dichloromethane (2 l), and 2% methanol/dichloromethane
7. 7
   workup.ADDITIONThe fractions containing the desired material
8. 8
   기타were collected
9. 9
   기타evaporated

실험 절차

A solution of N-[2-(5-bromo-1-indolinyl)phenyl]phenylcarbamate (11.5 g, 28.5 mmoles), N-methylpiperazine (15 ml) and ether (50 ml) was stirred at room temperature for 2 hours. The ether was evaporated. The mixture was filtered through a silica gel column (150 g), packed with dichloromethaane, and the column was washed with 2% methanol-dichloromethane solution (2 l). The solvent was evaporated. The residue was purified by flash chromatography on a silica gel column (150 g, 230-400 mesh), eluted with 1% methanol/dichloromethane (4 l), 1.5% methanol/dichloromethane (2 l), and 2% methanol/dichloromethane. The fractions containing the desired material were collected and evaporated to give 10.9 g (90%) of product. Crystallization from chloroform and hexane afforded the analytical sample, mp 108°-110° C.

출처