Dichloromethane → N-[2-(5-bromo-1-indolinyl)-5-bromophenyl]-4-methyl-1-piperazinecarboxamide

Temperatur

60 °C

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.

1. temperatureThe solution was cooled
2. customThe layers were separated
3. washthe organic phase was washed with water (3×500 ml), brine (500 ml)
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationThe mixture was filtered
6. concentrationthe filtrate was concentrated
7. customThe residue was purified by chromatography over silica gel (60 g, eluted with 4% methanol:96% dichloromethane, 1 l)
8. concentrationconcentrated

ORD-Eintrag

ord-297f587c0ff043ef80164941622835e5

Quelldatensatz

uspto-grants-1988_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04764616