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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182720Generated: November 1, 2026

4-(5-Fluoro-2-methoxy-phenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal → 5-[4-(5-Fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentylidenamino]quinoline-2-carboxylic acid diethylamide

https://huagongshe.com/reaction/2182720

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(5-Fluoro-2-methoxy-phenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanalHCID 11573122—
ReactantHCID 69203919HCID 69203919—
CatalystTitaniumHCID 23963—
SolventTetrahydrofuranHCID 8028—
Product5-[4-(5-Fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentylidenamino]quinoline-2-carboxylic acid diethylamideHCID 69205171—

Reaction Steps

A solution that consists of 210 mg (0.86 mmol) of 5-aminoquinoline-2-carboxylic acid diethylamide, 266 mg (0.86 mmol) of 4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal and 0.36 ml (1.73 mmol) of titanium tetraethylate in 15 ml of tetrahydrofuran is stirred for one hour at room temperature and then for 3 hours at 80° C. After removal of the solvent and purification on silica gel with hexane-ethyl acetate (0-70%), 230 mg (52% of theory) of the product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897224B2
Source datasetuspto-grants-2005_05
ORD IDord-5f9baa63fe1a4cae81d1bde39c4835d3
Source noteuspto-grants-2005_05