Réaction #63619

Équation de réaction

1-[4,4-bis(4-fluorophenyl)butyl]-2-piperazinecarboxamide

3-chloro-N-(2,6-dimethylphenyl)propanamide

sodium carbonate

potassium iodide

→

3-(aminocarbonyl)-4-[4,4-bis(4-fluorophenyl)butyl]-N-(2,6-dimethylphenyl)-1-piperazinepropanamide

Rendement 70.8%

Solvants

4-methyl-2-pentanone

water

Conditions de réaction

Traitement

1. 1
   Températurerefluxed for 20 hours
2. 2
   Filtrationfiltered
3. 3
   AutreThe filtrate was evaporated
4. 4
   AutreThe oily residue was purified by column-chromatography over silica gel using
5. 5
   workup.ADDITIONa mixture of trichloromethane and methanol (95:5 by volume) as eluent
6. 6
   AutreThe pure fractions were collected
7. 7
   Autrethe eluent was evaporated
8. 8
   Autreon triturating in 2,2'-oxybispropane
9. 9
   FiltrationThe product was filtered off
10. 10
    Autredried

Mode opératoire

A mixture of 3.7 parts of 1-[4,4-bis(4-fluorophenyl)butyl]-2-piperazinecarboxamide, 2.3 parts of 3-chloro-N-(2,6-dimethylphenyl)propanamide, 2.1 parts of sodium carbonate, 0.1 parts of potassium iodide and 200 parts of 4-methyl-2-pentanone was stirred and refluxed for 20 hours using a water-separator. The reaction mixture was cooled to room temperature and filtered. The filtrate was evaporated. The oily residue was purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue solidified on triturating in 2,2'-oxybispropane. The product was filtered off and dried, yielding 3.87 parts (70.8%) of 3-(aminocarbonyl)-4-[4,4-bis(4-fluorophenyl)butyl]-N-(2,6-dimethylphenyl)-1-piperazinepropanamide; mp. 120.9° C. (compound 122)

Source