Réaction #640523

ord-c0321566886c4792b918bc68f9089675

Équation de réaction

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

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE042890E1uspto-grants-2011_11