Reacción #684974

ord-90661967ac1541b688649dc2500118ba

Ecuación de reacción

CCOC(C)=O
ethyl acetate
O=C(O)C(F)(F)F
Trifluoroacetic acid
COCOc1cccnc1Cc1ccc(Br)cc1F
compound
COCOc1cccnc1Cc1ccc(Br)cc1F
2-(4-Bromo-2-fluorobenzyl)-3-(methoxymethoxy)pyridine
O=C([O-])O.[Na+]
sodium hydrogencarbonate
Oc1cccnc1Cc1ccc(Br)cc1F
title compound
Rendimiento 84.1%
Oc1cccnc1Cc1ccc(Br)cc1F
2-(4-Bromo-2-fluorobenzyl)-3-pyridinol
Rendimiento 84.1%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas added
  2. 2
    LavadoThe ethyl acetate layer was washed with saturated brine
  3. 3
    Concentraciónconcentrated under reduced pressure
  4. 4
    OtroThe residue was purified by silica gel column chromatography

Procedimiento

Trifluoroacetic acid (1 ml) was added to the compound of Example B244 (134 mg, 0.411 mmol) in methylene chloride (4 ml), and this reaction mixture was stirred at room temperature overnight. After neutralizing the mixture with saturated aqueous sodium hydrogencarbonate, ethyl acetate was added. The ethyl acetate layer was washed with saturated brine and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (97.5 mg).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07897387B2uspto-grants-2011_03