Реакция #44158

Уравнение реакции

N,N-Diisopropylethylamine

2-methyl-5-(1-piperazinyl)quinoline

3-{2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethyl}aniline

2-[3-(2-oxo-1-pyrrolidinyl)phenyl]ethyl methanesulfonate

→

title compound

Выход 77.0%

1-(3-{2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethyl}phenyl)-2-pyrrolidinone

Выход 77.0%

Растворители

dimethylformamide

ethyl acetate

Условия реакции

Обработка

1. 1
   Температураcooled to room temperature
2. 2
   Промывкаwashed with water (50 mL)
3. 3
   workup.ADDITIONa mixture of water and brine (1:1, 2×50 mL) and brine (50 mL)
4. 4
   СушкаThe organic layer was dried over sodium sulfate
5. 5
   Концентрированиеconcentrated under reduced pressure
6. 6
   ДругоеThe crude was purified by flash chromatography on silica gel
7. 7
   Промывкаeluting with methanol-ethyl acetate (90:10)

Методика

N,N-Diisopropylethylamine (0.23 mL) was added to a solution of 2-methyl-5-(1-piperazinyl)quinoline (D3) (0.05 g) and 2-[3-(2-oxo-1-pyrrolidinyl)phenyl]ethyl methanesulfonate (0.071 g) in dimethylformamide (1 mL) and the resulting mixture was heated to 100° C. for 18 hours, then cooled to room temperature. The reaction mixture was diluted with ethyl acetate (50 mL) and washed with water (50 mL), a mixture of water and brine (1:1, 2×50 mL) and brine (50 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The crude was purified by flash chromatography on silica gel, eluting with methanol-ethyl acetate (90:10) affording the title compound in 77% yield (0.07 g).

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