Reacción #156236

ord-2596dfbb3adc47489b70a46d9f61cf27

Condiciones de reacción

Temperatura
70°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe reaction mixture was cooled to room temperature
  2. 2
    Extracciónfollowed by extraction by ethyl acetate
  3. 3
    LavadoThe organic layer was washed with water
  4. 4
    Secadowith saturated saline, and dried with anhydrous magnesium sulfate
  5. 5
    OtroAfter condensation under reduced pressure
  6. 6
    Otrothe residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1→1:1)
  7. 7
    Otrocondensed under reduced pressure
  8. 8
    workup.STIRRINGwas stirred at room temperature
  9. 9
    Otrocondensed to dryness under reduced pressure

Procedimiento

Potassium carbonate (0.54 g), sodium iodide (0.21 g), and 2-phenyl piperidine (0.23 g) were added to a DMF solution (15 ml) of 7-(3-chloropropoxy)-1-ethyl-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione (0.44 g). The mixture was stirred at 70° C. for 5 hours. The reaction mixture was cooled to room temperature. Water was added thereto, followed by extraction by ethyl acetate. The organic layer was washed with water and then with saturated saline, and dried with anhydrous magnesium sulfate. After condensation under reduced pressure, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1→1:1). The purified product was condensed under reduced pressure. A 4N-Hydrogen chloride ethyl acetate solution (0.2 ml) was added to an ethyl acetate solution (10 ml) of the residue, which was stirred at room temperature. The liquid was condensed to dryness under reduced pressure to give the title compound (0.18 g) as a white amorphous solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08822453B2uspto-grants-2014_09