Réaction #2898

ord-ac7f5eb35ef547d1a557dea38319f19e

Équation de réaction

CI
iodomethane
Cc1n[nH]c(C)c1Br
4-Bromo-3,5-dimethylpyrazole
[H-].[Na+]
sodium hydride
O=C([O-])O.[Na+]
sodium hydrogen carbonate
[H][H]
hydrogen
Cc1nn(C)c(C)c1Br
title compound
Cc1nn(C)c(C)c1Br
4-Bromo-1,3,5-trimethylpyrazole

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONwas added
  2. 2
    Autreevaporation under high vacuum
  3. 3
    Autrethe residue was purified by column chromatography

Mode opératoire

4-Bromo-3,5-dimethylpyrazole (10 g) in dry dimethylformamide (50 ml) was added to a stirred suspension of sodium hydride (1.8 g) in dry dimethylformamide at 0° C. When the evolution of hydrogen was complete, iodomethane (8.9 g) was added dropwise. The mixture was allowed to warm to room temperature and after 30 minutes saturated aqueous sodium hydrogen carbonate (5 ml) was added. Following evaporation under high vacuum, the residue was purified by column chromatography to give the title compound.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05731335uspto-grants-1998_03