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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858098Generated: October 31, 2026

Trifluoroacetic acid → 7-chloro-3-(3,5-dimethylphenyl)-6-(3-oxo-3-pyrrolidin-1-yl-propyl)-4-(2-piperidin-2-yl-ethoxy)-1H-quinolin-2-one

https://huagongshe.com/reaction/1858098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-{2-[7-Chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(3-oxo-3-pyrrolidin-1-yl-propyl)-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl esterHCID 53659552—
CatalystAnisoleHCID 7519—
Product7-chloro-3-(3,5-dimethylphenyl)-6-(3-oxo-3-pyrrolidin-1-yl-propyl)-4-(2-piperidin-2-yl-ethoxy)-1H-quinolin-2-oneHCID 2212450592.3%

Reaction Steps

To a solution of 2-{2-[7-chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(3-oxo-3-pyrrolidin-1-yl-propyl)-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester (9.0 mg in 2.0 dry methylene chloride) was added a few drops of anisole followed by 1.0 mL of trifluoroacetic acid and the mixture stirred at room temperature. After 30 minutes the solvents were removed in vacuo and the resulting residue purified by flash chromatography on silica gel (methylene chloride:10% ammonium hydroxide in methanol, 9:1) to give the title compound (7.0 mg). MASS: 536 (M+H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06150352
Source datasetuspto-grants-2000_11
ORD IDord-6e53d0022f4640e78222148e7323de31
Source noteuspto-grants-2000_11