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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1067981Generated: November 1, 2026

Trifluoroacetic acid → 2-[3-[(4-Chlorophenyl)methylcarbamoyl]-6-(3-hydroxyprop-1-ynyl)-4-oxo-1-quinolyl]acetic acid

https://huagongshe.com/reaction/1067981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 2-[3-[(4-chlorophenyl)methylcarbamoyl]-6-(3-hydroxyprop-1-ynyl)-4-oxo-1-quinolyl]acetateHCID 16073847—
SolventDichloromethaneHCID 6344—
Product2-[3-[(4-Chlorophenyl)methylcarbamoyl]-6-(3-hydroxyprop-1-ynyl)-4-oxo-1-quinolyl]acetic acidHCID 1607384880.9%

Reaction Steps

To a suspension of tert-butyl 2-[3-{[(4-chlorobenzyl)amino]carbonyl}-6-(3-hydroxy-1-propynyl)-4-oxo-1(4H)quinolinyl]acetate (0.07 g) from Example No. 28 in dichloromethane (1 mL) is added trifluoroacetic acid (1 mL). After 3 hours, the resulting solution is concentrated under reduced pressure. The residue is dissolved in a small amount of dichloromethane:methanol:DMF and slowly added to vigorously stirring 1:1 diethyl ether:pentane. The resulting precipitate is collected filtration to afford 0.05 g of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06248739B1
Source datasetuspto-grants-2001_06
ORD IDord-66de466a215248a091e6498e44bd7f50
Source noteuspto-grants-2001_06