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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274750Generated: November 1, 2026

Sulfuric Acid → HCID 178474859, compound

https://huagongshe.com/reaction/2274750

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantIsopropanolHCID 3776—
ReactantHCID 178474856HCID 178474856—
SolventMethanolHCID 887—
ProductHCID 178474859HCID 17847485977.7%

Reaction Conditions

Temperature55 °C

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 (50.5 mg, 0.115 mmol) in methanol (1.2 mL) was added 0.5 M sulfuric acid in isopropanol (0.64 mL, 0.32 mmol) and the resulting mixture heated to 55° C. to give an almost clear solution. The resulting mixture was cooled to room temperature and stirred for an additional 2 h. The resulting solid was filtered, washed with methyl tert-butyl ether (0.5 mL) and dried under reduced pressure at 50° C. to afford the title compound (48 mg, 77.7%) as a crystalline solid which was characterized by XRPD. FIG. 6 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 monosulfate. Characteristic peaks, expressed in degrees 2θ, are listed in Table 4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126991B2
Source datasetuspto-grants-2015_09
ORD IDord-1b52a684e4c94f538a1a8a377ed1eee9
Source noteuspto-grants-2015_09