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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734297Generated: October 27, 2026

Trifluoroacetic acid → n[((5s)-3-{4-[(3r)-3-Amino-2-oxo-1-pyrrolidinyl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]-5-chloro-2-thiophenecarboxamide trifluoroacetate

https://huagongshe.com/reaction/734297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl (3r)-1-{4-[(5s)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-2-oxo-3-pyrrolidinylcarbamateHCID 57496678—
SolventDichloromethaneHCID 6344—
Productn[((5s)-3-{4-[(3r)-3-Amino-2-oxo-1-pyrrolidinyl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]-5-chloro-2-thiophenecarboxamide trifluoroacetateHCID 21070793—

Reaction Steps

97 mg (0.181 mmol) of tert-butyl(3R)-1-{4-[(5S)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-2-oxo-3-pyrrolidinylcarbamate are suspended in 4 ml of methylene chloride, 1.5 ml of trifluoroacetic acid are added and the mixture is stirred at room temperature for 1 hour, The mixture is then concentrated under reduced pressure and the residue is purified on an RP-HPLC (acetonitrile/water/0.1% TFA gradient). Evaporation of the appropriate fraction gives 29 mg (37% of theory) of the target compound of melting point 241° C. (decomp.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592339B2
Source datasetuspto-grants-2009_09
ORD IDord-39cb2405718942c59151e3270f7d4c93
Source noteuspto-grants-2009_09