Hydrogen Peroxide → 4-(2-[3-(2-[2,2,2-Trifluoroethyl]guanidino)pyrazol-1-yl]ethoxymethyl)benzamide

Participants

Reaction Steps

To a solution of 4-(2-[3-(2-[2,2,2-trifluoroethyl]guanidino)pyrazol-1-yl]ethoxymethyl)benzonitrile (650 mg.) in MeOH (5 ml.) was added hydrogen peroxide (30%, 100 volume) (2 ml.) followed by N aqueous NaOH (1 ml.). The mixture was then stirred at room temperature for 2.25 hours. The solvent was then evaporated in vacuo to give a yellow gum (700 mg.). This gum was purified by medium pressure chromatography using EtOAc/EtOH/triethylamine 96:3:1 v/v/v as eluant to give 4-(2-[3-(2-[2,2,2-trifluoroethyl]guanidino)pyrazol-1-yl]ethoxymethyl)benzamide (210 mg.; 31%) having the following n.m.r. in d6DMSO: 7.5 (m, 4H); 7.5 (d, 1H); 5.8 (d, 1H); 5.0 (s, 2H); 4.0 (m, 4H); 3.7 (m, 2H).

Provenance & Evidence