Reacción #162784

ord-2f5bd3442d214e6f991724730827f825

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothen partitioned between EtOAc and water
  2. 2
    ExtracciónThe aqueous layer was then extracted with EtOAc (3×)
  3. 3
    LavadoThe combined organic layers were washed with brine
  4. 4
    Secadodried (MgSO4)
  5. 5
    Filtraciónfiltered
  6. 6
    Otroevaporated in vacuo
  7. 7
    OtroThe residue was purified by FCC

Procedimiento

Triisopropylsilylchloride (1.02 mL, 3.96 mmol) was added to a solution of 3-(5-amino-3-tert-butyl-pyrazol-1-yl)-phenol (915 mg, 3.96 mmol) and imidazole (646 mg, 9.50 mmol) in DMF (15 mL) at 0° C. The reaction was stirred at RT over the weekend then partitioned between EtOAc and water. The aqueous layer was then extracted with EtOAc (3×). The combined organic layers were washed with brine, dried (MgSO4), filtered and evaporated in vacuo. The residue was purified by FCC, using 0-40% EtOAc in cyclohexane, to give the title compound (1.53 g, 99%). LCMS (Method 4): Rt 4.78 min, m/z 388 [MH+].

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08835431B2uspto-grants-2014_09