Реакция #2609

ord-325ebeb3b83e42ed8fa3b3afdd734121

Уравнение реакции

[Cl-].[NH4+]
ammonium chloride
[H-].[Na+]
sodium hydride
COc1ccc(N(CCN2CCC(C(=O)c3ccc(F)cc3)CC2)C(=O)c2ccc(NC(C)=O)cc2)cc1
4-Acetylamino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(4-methoxyphenyl)benzamide
CI
methyl iodide
CCC(=O)Nc1ccc(C(=O)N(CCN2CCC(C(=O)c3ccc(F)cc3)CC2)c2ccc(OC)cc2)cc1
title compound
Выход 80.4%
CCC(=O)Nc1ccc(C(=O)N(CCN2CCC(C(=O)c3ccc(F)cc3)CC2)c2ccc(OC)cc2)cc1
4-(N-Methylacetylamino)-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(4-methoxyphenyl)benzamide
Выход 80.4%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеat room temperature
  2. 2
    Экстракцияextracted with ethyl acetate
  3. 3
    ПромывкаThe resulting organic layer was washed with water and saturated brine
  4. 4
    Сушкаdried on anhydrous sodium sulfate
  5. 5
    ДругоеThereafter, the solvent was removed by evaporation
  6. 6
    Другоеthe resulting residue was recrystallized from methanol-ether

Методика

4-Acetylamino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(4-methoxyphenyl)benzamide (155.0 mg, 0.30 mmol) was dissolved in THF (3.0 ml) to which were subsequently added 60% sodium hydride {28.0 mg, 0.70 mmol) and methyl iodide (0.060 ml, 1.00 mmol) at room temperature, followed by 2 hours of stirring. The reaction solution was mixed with saturated ammonium chloride aqueous solution and 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 recrystallized from methanol-ether to obtain 128.0 mg (80.4%) of the title compound in a colorless powder form.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05728835uspto-grants-1998_03