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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2054984Generated: October 27, 2026

Acetic Acid → 5-[4-(5-Fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentylidenamino] quinoline-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/2054984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-(5-Fluoro-2-methoxy-phenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanalHCID 11573122—
ReactantEthyl acetate hexaneHCID 21226206—
ReactantMethyl 5-aminoquinoline-2-carboxylateHCID 45089604—
SolventTolueneHCID 1140—
Product5-[4-(5-Fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentylidenamino] quinoline-2-carboxylic acid methyl esterHCID 69205839—

Reaction Steps

Analogously to Example 37, 200 mg (1.0 mmol) of 5-aminoquinoline-2-carboxylic acid methyl ester is reacted with 371 mg (1.2 mmol) of 4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal and 1.10 ml of concentrated acetic acid in 20 ml of toluene. After chromatography on silica gel with hexane-ethyl acetate (0-100%), 420 mg (85% of theory) of the product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07329753B2
Source datasetuspto-grants-2008_02
ORD IDord-15e04037162c4b30b31039701af777fe
Source noteuspto-grants-2008_02