Reacción #595303

ord-a35ca9a1533c4bfa8b56a7f8e3bdef7b

Ecuación de reacción

NC1(C(F)(F)F)CC1
1-(trifluoromethyl)cyclopropanamine
CCN(C(C)C)C(C)C
diisopropylethylamine
O=C1CCC(=O)O1
succinic anhydride
O=C(O)CCC(=O)NC1(C(F)(F)F)CC1
4-oxo-4-{[1-(trifluoromethyl)cyclopropyl]amino}butanoic acid

Disolventes

Condiciones de reacción

Temperatura
10°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.WAITto stand overnight at this temperature
  2. 2
    workup.STIRRINGAgain, stirring
  3. 3
    workup.WAITwas continued for 20 min at 80° C.
  4. 4
    Temperaturato cool to room temperature
  5. 5
    Concentraciónthe solution was concentrated
  6. 6
    LavadoRepeatedly, the solution was washed alternately with ethyl acetate and with water
  7. 7
    OtroThe combined organic phases were dried
  8. 8
    Concentraciónconcentrated

Procedimiento

Slowly, 800.7 mg (4.96 mmol) of 1-(trifluoromethyl)cyclopropanamine and 0.85 ml (4.96 mmol) of diisopropylethylamine were added to a solution of 496 mg (4.96 mmol) of succinic anhydride in 10 ml of dioxane, with ice-cooling (10° C.). Stirring was continued for 20 min at room temperature, and the mixture was allowed to stand overnight at this temperature. Again, stirring was continued for 20 min at 80° C., the mixture was allowed to cool to room temperature, and the solution was concentrated. Repeatedly, the solution was washed alternately with ethyl acetate and with water. The combined organic phases were dried and concentrated. This gave 815.8 mg (73% of theory) of the desired compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09095140B2uspto-grants-2015_08