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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531315Generated: October 31, 2026

Trifluoroacetic acid → 4-{5-[4-({(4S,5R)-5-[3,5-Bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(3-fluoroazetidin-1-yl)pyrimidin-5-yl]-6-methylpyridin-3-yl}-3-methylbenzoic acid

https://huagongshe.com/reaction/531315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 4-{5-[4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(3-fluoroazetidin-1-yl)pyrimidin-5-yl]-6-methylpyridin-3-yl}-3-methylbenzoateHCID 118021378—
Product4-{5-[4-({(4S,5R)-5-[3,5-Bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(3-fluoroazetidin-1-yl)pyrimidin-5-yl]-6-methylpyridin-3-yl}-3-methylbenzoic acidHCID 90009164—

Reaction Steps

To a 25 mL round bottom flask was added tert-butyl 4-{5-[4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(3-fluoroazetidin-1-yl)pyrimidin-5-yl]-6-methylpyridin-3-yl}-3-methylbenzoate (Step A, 40 mg, 0.053 mmol) and TFA (4 mL). The mixture was stirred at room temperature for 10 minutes. Volatiles were removed. The residue was purified on silica gel chromatography (0 to 100% acetone/hexane), affording the title compound as white solid. LCMS (M+H)+: 704.1. RTA IC50: 26 nM.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353101B2
Source datasetuspto-grants-2016_05
ORD IDord-d5017ff9bb97432ca2da5492b385bf86
Source noteuspto-grants-2016_05