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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539074Generated: October 31, 2026

Trifluoroacetic acid → (S)-4-(5-(4-(4-fluorophenyl)-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)benzoic acid

https://huagongshe.com/reaction/539074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(S)-tert-butyl 4-(5-(4-(4-fluorophenyl)-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)benzoateHCID 67034794—
SolventDichloromethaneHCID 6344—
Product(S)-4-(5-(4-(4-fluorophenyl)-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)benzoic acidHCID 6703478562.1%

Reaction Steps

A solution of (S)-tert-butyl 4-(5-(4-(4-fluorophenyl)-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)benzoate (0.148 g, 0.312 mmol) in DCM (1.5 mL) was treated with trifluoroacetic acid (0.7 mL) at ambient temperature and stirring continued for 3 hours. The solvent was concentrated and the residue taken in water, neutralized with 1N NaOH carefully and suspended solids collected by filtration to afford (S)-4-(5-(4-(4-fluorophenyl)-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)b enzoic acid (0.081 g, 62% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865726B2
Source datasetuspto-grants-2014_10
ORD IDord-929761f452b644e1b07cb99db80873d9
Source noteuspto-grants-2014_10