HRID452763

反应详情

EQUATION

反应方程式

HRID 452763 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

To a suspension of tert-butyl[4-[5-[2-(3-fluorophenyl)ethyl]-1,3,4-oxadiazol-2-yl]-2-pyridyl]carbamate (270 mg, 0.70 mmol) in N,N-dimethylformamide (5 mL) was added sodium hydride (60% in oil, 34 mg, 0.84 mmol) at room temperature, and the resulting mixture was stirred for 10 min. To this reaction mixture were added 3-phenylpropyl bromide (167 mg, 0.84 mmol) and potassium iodide (10 mg), and the mixture was further stirred at room temperature for 5 hr. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5-0/100) to give tert-butyl[4-[5-[2-(3-fluorophenyl)ethyl]-1,3,4-oxadiazol-2-yl]-2-pyridyl](3-phenylpropyl)carbamate (232 mg, yield 66%) as a colorless oil.

WORKUP

后处理

  1. stirringthe mixture was further stirred at room temperature for 5 hr
  2. washwashed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5-0/100)