تفاعل #2613

معادلة التفاعل

sodium iodide

4-nitro-N-(3-pyridyl)benzamide

sodium hydride

sodium chloride

1-(2-chloroethyl)-4-benzoylpiperidine

→

title compound

المردود 24.0%

4-Nitro-N-[2-(4-benzoyl-1-piperidinyl)ethyl]-N-(3-pyridyl)benzamide

المردود 24.0%

المذيبات

DMF

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىat room temperature
2. 2
   workup.STIRRINGAfter 4 hours of stirring at 60° C.
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   غسيلThe resulting organic layer was washed with saturated sodium chloride aqueous solution and water in that order
5. 5
   تجفيفdried on anhydrous sodium sulfate
6. 6
   أخرىThereafter, the solvent was removed by evaporation
7. 7
   أخرىthe resulting residue was purified by recrystallization (ethyl acetate-ether)

الإجراء التجريبي

In an atmosphere of argon, 4-nitro-N-(3-pyridyl)benzamide (973 mg, 4.00 mmol) was dissolved in DMF (10 ml) to which was subsequently added sodium hydride (176 mg, 60%, 4.40 mmol) at room temperature, stirred for 1 hour at 60° C., and added dropwise 1-(2-chloroethyl)-4-benzoylpiperidine (1.38 g, 5.49 mmol) and a catalytically effective amount of a DMF solution (12 ml) of sodium iodide. After 4 hours of stirring at 60° C., the reaction solution was mixed with saturated sodium chloride aqueous solution and extracted with ethyl acetate. 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 recrystallization (ethyl acetate-ether) to obtain 439.6 mg (24.0%) of the title compound in a light yellow powder form.

المصدر