反応 #2608

反応方程式

sodium hydroxide

potassium cyanate

4-Amino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide

sodium bicarbonate

→

title compound

収率 48.4%

4-Ureido-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide

収率 48.4%

溶媒

acetic acid water

反応条件

後処理

1. 1
   抽出extracted with ethyl acetate
2. 2
   洗浄The resulting organic layer was washed with water and saturated brine
3. 3
   乾燥dried on anhydrous sodium sulfate
4. 4
   その他Thereafter, the solvent was removed by evaporation
5. 5
   その他the resulting residue was purified by a silica gel column chromatography (chloroform:methanol=10:1)
6. 6
   その他recrystallized from ethyl acetate-ether

実験手順

4-Amino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide (237.2 mg, 0.50 mmol) was dissolved in acetic acid-water (1:2, 1.8 ml) to which was subsequently added dropwise an aqueous solution (0.5 ml) of potassium cyanate (81.1 mg, 0.90 mmol) After 3 hours of stirring at room temperature, the reaction solution was mixed with saturated sodium bicarbonate aqueous solution, alkanized with 10% sodium hydroxide aqueous solution and then extracted with ethyl acetate. The resulting organic layer was washed with water and saturated brine, and dried on anhydrous sodium sulfate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by a silica gel column chromatography (chloroform:methanol=10:1) and recrystallized from ethyl acetate-ether to obtain 125.6 mg (48.4%) of the title compound in a colorless powder form.

出典