Phosphoric Acid → HCID 178474858, compound

Participants

Reaction Steps

To a stirred suspension of N-{[(5S)-3-(2-fluoro-4′-{[(1H-1,2,3-triazol-5-ylmethyl)amino]methyl}biphenyl-4-yl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide (50.69 mg, 0.116 mmol) in ethanol (1.0 mL) and dichloromethane (0.6 mL) was added 0.5 M phosphoric acid in isopropanol (0.6 mL, 0.30 mmol), and the resulting mixture stirred at room temperature for 10 min. The solvent volume was reduced to about 0.7 mL, ethanol (0.9 mL) was added, and the resulting mixture was refluxed for 20 min. The mixture was cooled to room temperature and stirred for an additional 2 h. The resulting solid was filtered, washed with methyl tert-butyl ether (0.6 mL) and dried under reduced pressure at 50° C. to afford the title compound (69.1 mg, 94.2%) as a crystalline solid which was characterized by XRPD. FIG. 4 shows a characteristic X-ray powder diffraction (XRPD) pattern of crystalline N-{[(5S)-3-(2-fluoro-4′-{[(1H-1,2,3-triazol-5-ylmethyl)amino]methyl}biphenyl-4-yl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide monophosphate. Characteristic peaks, expressed in degrees 2θ, are listed in Table 3.

Provenance & Evidence