Réaction #2615

Équation de réaction

sodium bicarbonate

pyridine

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

benzoyl chloride

→

title compound

Rendement 71.3%

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

Rendement 71.3%

Solvants

methylene chloride

Conditions de réaction

Traitement

1. 1
   Extractionextracted with chloroform
2. 2
   LavageThe resulting organic layer was washed with saturated sodium chloride aqueous solution and water in that order
3. 3
   Séchagedried on anhydrous sodium sulfate
4. 4
   AutreThereafter, the solvent was removed by evaporation
5. 5
   Autrethe resulting residue was purified by silica gel column chromatography (chloroform:methanol=20:1) and recrystallization (ethyl acetate-ether)

Mode opératoire

4-Amino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-pyridyl)benzamide (225.3 mg, 0.50 mmol) was dissolved in methylene chloride (2.0 ml) to which were subsequently added pyridine (0.05 ml, 0.62 mmol) and benzoyl chloride (0.09 ml, 0.77 mmol). After 14 hours of stirring at 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) and recrystallization (ethyl acetate-ether) to obtain 196.3 mg (70.6%) of the title compound in a light brown powder form.

Source