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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339126Generated: October 26, 2026

Quinoline → 2-Chloro-N-cyclopropyl-4-[(1Z)-3-oxo-3-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-amino)prop-1-en-1-yl]benzamide

https://huagongshe.com/reaction/339126

Reaction equation

Participants

RoleNameHCIDCharge
ReactantQuinolineHCID 7047—
Reactant2-Chloro-N-cyclopropyl-4-[3-oxo-3-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}amino)-prop-1-yn-1-yl]benzamideHCID 58247932—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product2-Chloro-N-cyclopropyl-4-[(1Z)-3-oxo-3-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-amino)prop-1-en-1-yl]benzamideHCID 86653076—

Reaction Steps

2-Chloro-N-cyclopropyl-4-[3-oxo-3-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}amino)-prop-1-yn-1-yl]benzamide (110 mg, 0.20 mmol), quinoline (10 mg, 0.07 mmol) and palladium on calcium carbonate (5% Pd; 10 mg) were suspended in methanol and stirred for 4 days, in the course of which palladium on calcium carbonate (3×10 mg) was added again every 24 h. Then the reaction mixture was filtered through kieselguhr, and the filtrate concentrated to dryness under reduced pressure. The residue was purified by means of silica gel chromatography with the eluent cyclohexane/ethyl acetate (EA) (0% EA to 50% EA).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889878B2
Source datasetuspto-grants-2014_11
ORD IDord-7709bf0289f947ed8e9b54ddb59d0ef8
Source noteuspto-grants-2014_11