Reacción #595388

ord-d632bfd73feb4e52b46375d4c90a0c8a

Ecuación de reacción

O=C(OCc1ccccc1)c1ccc(-c2nn(C(=O)c3c(Cl)cccc3C(F)(F)F)c3ccccc23)cc1CO
benzyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-indazol-3-yl)-2-(hydroxymethyl)benzoate
CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21
Dess-Martin periodinane
O=Cc1cc(-c2nn(C(=O)c3c(Cl)cccc3C(F)(F)F)c3ccccc23)ccc1C(=O)OCc1ccccc1
benzyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-indazol-3-yl)-2-formylbenzoate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextracted with DCM
  2. 2
    LavadoThe combined organic layers were washed with brine
  3. 3
    Secadodried over Na2SO4
  4. 4
    Concentraciónconcentrated
  5. 5
    OtroThe resulting crude oil was used in the next step without further purification

Procedimiento

To a mixture of benzyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-indazol-3-yl)-2-(hydroxymethyl)benzoate (G-3) (0.4 g, 0.71 mmol) in DCM (10 mL) was added Dess-Martin periodinane (0.45 g, 1.07 mmol), and the mixture was stirred at rt for 24 h. The mixture was diluted with H2O and extracted with DCM. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The resulting crude oil was used in the next step without further purification. LCMS (ESI)′ calc'd for C30H19ClF3N2O4 [M+H]+: 563. found: 563.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09095583B2uspto-grants-2015_08