Reacción #640523

ord-c0321566886c4792b918bc68f9089675

Ecuación de reacción

ICI
diiodomethane
Nc1nonc1-c1nc2ccccc2[nH]1
4-(1H-benzimidazol-2-yl)-furazan-3-ylamine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Oc1ccc(F)cc1
4-fluorophenol
Nc1nonc1-c1nc2ccccc2n1COc1ccc(F)cc1
title compound
Nc1nonc1-c1nc2ccccc2n1COc1ccc(F)cc1
4-[1-(4-Fluorophenoxymethyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroEvaporation of the solvent under reduced pressure
  2. 2
    Otropartitioning of the resulting residue between water and ethyl acetate
  3. 3
    Secadoby drying of the organic solution over sodium sulphate and chromatography of the residue

Procedimiento

To a solution of 4-(1H-benzimidazol-2-yl)-furazan-3-ylamine (0.10 g, 0.497 mmol) is added potassium carbonate (0.172 g, 1.24 mmol) followed by 4-fluorophenol (0.0557 g, 0.497 mmol) and diiodomethane (0.133 g, 0.497 mmol). The mixture is stirred over night. Evaporation of the solvent under reduced pressure and partitioning of the resulting residue between water and ethyl acetate followed by drying of the organic solution over sodium sulphate and chromatography of the residue gives the title compound as a colorless solid, m.p. 155-158° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE042890E1uspto-grants-2011_11