反応 #2614

反応方程式

sodium bicarbonate

pyridine

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

trifluoroacetic acid

→

title compound

収率 81.2%

4-Trifluoroacetylamino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-pyridyl)benzamide

収率 81.2%

溶媒

methylene chloride

反応条件

後処理

1. 1
   その他at 0° C
2. 2
   抽出extracted with chloroform
3. 3
   洗浄The resulting organic layer was washed with saturated sodium chloride aqueous solution and water in that order
4. 4
   乾燥dried on anhydrous sodium sulfate
5. 5
   その他Thereafter, the solvent was removed by evaporation
6. 6
   その他the resulting residue was purified by silica gel column chromatography (chloroform:methanol=20:1)

実験手順

4-Amino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-pyridyl)benzamide (229.3 mg, 0.51 mmol) was dissolved in methylene chloride (2.0 ml) to which were subsequently added pyridine (0.05 ml, 0.62 mmol) and anhydrous trifluoroacetic acid (0.09 ml, 0.64 mmol) at 0° C. After 3 hours of stirring at 0° C. to room temperature, the reaction solution was mixed with saturated sodium bicarbonate aqueous solution and extracted with chloroform. The resulting organic layer was washed with saturated sodium chloride aqueous solution and water in that order, and dried on anhydrous sodium sulfate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by silica gel column chromatography (chloroform:methanol=20:1) to obtain 224.8 mg (81.2%) of the title compound in a light yellow powder form.

出典