反应详情

温度

60 °C

A mixture of 8-Bromo-6-isopropyl-quinoline (1.38 g, 5.51 mmol, 1.04 equiv) and 1-(tert-butoxycarbonyl)homopiperazine (1.06 g, 1.0 equiv) in 5.5 mL of DME was degassed with compressed nitrogen gas for 5 minutes. To the mixture was added t-BuOK (0.83 g, 1.4 equiv). After degassing for another 2 minutes, allylchloro[1,3-(2,6-di-isopropylphenyl)imidazol-2-ylidene]palladium (II) (Nolan's catalyst, 61 mg, 0.02 equiv) was added and the resulting mixture was heated to 60° C. overnight, then cooled down to room temperature. EtOAc (˜70 mL) was added and the mixture was filtered through celite. The filtrate was washed with saturated aqueous NaHCO3 (70 mL) and brine (70 mL), dried over magnesium sulfate and concentrated. The residue was purified by silica gel chromatography using 5% to 20% EtOAc in hexane to afford the title compound (1.3 g, 64%). MS (ES) m/z 370.2 (M+H+).

1. customwas degassed with compressed nitrogen gas for 5 minutes
2. customAfter degassing for another 2 minutes
3. temperaturecooled down to room temperature
4. filtrationthe mixture was filtered through celite
5. washThe filtrate was washed with saturated aqueous NaHCO3 (70 mL) and brine (70 mL)
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated
8. customThe residue was purified by silica gel chromatography