反应详情

A mixture of sodium hydride (0.21 g, 8.8 mmoL) in 10 mL of DMSO was stirred under N2 as 4-[4-(2-pyridine-2-yl-acetyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (3.50 g, 8.83 mmol) in 15 mL of DMSO was added dropwise. After 30 min, a solution of ethyl bromoacetate (1.47 g, 8.83 mmol) in 8.0 mL of toluene was added dropwise. The reaction was stirred at rt for 2 h and then quenched with saturated NH4Cl solution, and the solvent was evaporated. The residue was extracted with CH2Cl2 (3×20 mL), combined, washed with saturated NaHCO3, saturated NaCl solution and dried over Na2SO4. The crude product was purified by Combiflash chromatography (CH2Cl2 to 1% MeOH in CH2Cl2) to give the product (4.0 g, 94%): Mp 118-120° C.; MS m/z 483 (M+H).

1. additionwas added dropwise
2. customquenched with saturated NH4Cl solution
3. customthe solvent was evaporated
4. extractionThe residue was extracted with CH2Cl2 (3×20 mL)
5. washwashed with saturated NaHCO3, saturated NaCl solution
6. dry with materialdried over Na2SO4
7. customThe crude product was purified by Combiflash chromatography (CH2Cl2 to 1% MeOH in CH2Cl2)