反应详情

温度

-20 °C

To the 1-(4-bromophenyl)-4-(methanesulfonyl)piperazine (902 mg, 2.0 mmol) suspended in anhydrous THF (15 ml), under Nitrogen, cooled to between −20 and −30° C. was added sequentially Lithium bis(trimethylsilyl)amide (1.0M in THF, 4.0 ml), Chlorotrimethylsilane (217 mg, 2.0 mmol, 253 μl) and 4-pyrimidin-2-ylbutanal (300 mg, 2.0 mmol). The mixture was stirred at −20° C. for 1 hour, quenched with saturated ammonium chloride solution and allowed to stand at ambient temperature overnight. The solvents were removed in vacuo and the residue partitioned between dichloromethane (15 ml) and water (5 ml), the organics separated and chromatogrammed (50 g Silica Bond Elute, eluted with 0→100% Ethyl Acetate/Hexane gradient) to give the 2-(5-[4-(4-bromophenyl)piperazino]sulfonylpent-4-enyl)pyrimidine as a white crystalline material (759 mg, 84% Yield)

1. temperaturecooled to between −20 and −30° C.
2. customquenched with saturated ammonium chloride solution
3. waitto stand at ambient temperature overnight
4. customThe solvents were removed in vacuo
5. customthe residue partitioned between dichloromethane (15 ml) and water (5 ml)
6. customthe organics separated
7. wash(50 g Silica Bond Elute, eluted with 0→100% Ethyl Acetate/Hexane gradient)