Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | HCID 178474856 | HCID 178474856 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178419571 | HCID 178419571 | 94.5% |
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 (56.7 mg, 0.129 mmol) in ethanol (1.0 mL) was added 1.0 M hydrogen bromide in ethanol containing 8.77% water (0.39 mL, 0.39 mmol), and the resulting mixture was stirred at room temperature for 60 min. The mixture was then heated to 65° C., stirred for 60 min, cooled to room temperature and stirred for an additional 2 h. The solid was filtered and dried under reduced pressure at 50° C. to afford the title compound (64.5 mg, 94.5%) as a crystalline solid which was characterized by XRPD. FIG. 2 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 monohydrobromide. Characteristic peaks, expressed in degrees 2θ, are listed in Table 2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09126991B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-53dafd559f014ab9b9bb9e8b5fb556b5 |
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| Source note | uspto-grants-2015_09 |
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