HCID 59548010, compound → HCID 46945202, compound

Participants

Reaction Steps

A solution of 4-[(3-{[(2,6-difluorophenyl)carbonyl]amino}-1H-pyrazol-1-yl)methyl]-3-(trifluoromethyl)phenyl bis(phenylmethyl) phosphate (for a preparation see Intermediate 58)(15.85 g, 24.1 mmol) in ethanol (200 ml) was hydrogenated using the H-cube midi (settings: 25° C., 15 bar, 10 ml/min flow rate) and 10% Pd/C CatCart as the catalyst. The solvent was evaporated in vacuo to give a white foam. The sample was loaded in methanol/DMSO and purified on reverse phase (C18) 1900 g using a 0-50% acetonitrile (+0.1% TFA)-water(+0.1% TFA) over 7 column volumes. The appropriate fractions were combined and the acetonitrile was removed in vacuo. The resulting suspension was filtered to give 4-[(3-{[(2,6-difluorophenyl)carbonyl]amino}-1H-pyrazol-1-yl)methyl]-3-(trifluoromethyl)phenyl dihydrogen phosphate (5.02 g). The filtrate was extracted using ethyl acetate (600 ml). The organic phase was dried over magnesium sulphate and evaporated in vacuo to give a further amount of 4-[(3-{[(2,6-difluorophenyl)carbonyl]amino}-1H-pyrazol-1-yl)methyl]-3-(trifluoromethyl)phenyl dihydrogen phosphate as a white solid (2.39 g).

Provenance & Evidence