Phosphorus tribromide → HCID 59547848, compound

Participants

Reaction Steps

To a stirred solution of 2,6-difluoro-N-(1-{[4-(hydroxymethyl)-2-(trifluoromethyl)phenyl]methyl}-1H-pyrazol-3-yl)benzamide (for a preparation see Example 44) (0.119 g, 0.289 mmol) in DCM (6.5 ml) in an ice-water bath under nitrogen was added phosphorus tribromide (0.027 ml, 0.289 mmol, Aldrich). The cloudy mixture was allowed to warm to ambient temperature and stirred for 1 h. The reaction mixture was diluted with saturated sodium hydrogen carbonate aqueous (15 ml) and ice (15 ml). The biphasic mixture was diluted with DCM (25 ml). The phases were separated and the aqueous phase washed with DCM (20 ml). The combined organic extracts were dried (MgSO4), filtered and the solvent removed in vacuo to give the title compound a colourless gum (98 mg). LCMS: (System 4) MH+=475.9, tRET=3.06 min.

Provenance & Evidence