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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2054987Generated: October 30, 2026

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

https://huagongshe.com/reaction/2054987

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—
ReactantHCID 21948911HCID 21948911—
SolventTolueneHCID 1140—
Product5-[4-(5-Fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentylidenamino]quinoline-2-carboxylic acid methylamideHCID 69204818—

Reaction Steps

Analogously to Example 37, 220 mg (1.08 mmol) of 5-aminoquinoline-2-carboxylic acid-methylamide is reacted with 550 mg (1.78 mmol) of 4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal and 3.0 ml of concentrated acetic acid in 30 ml of toluene. After chromatography on silica gel with hexane-ethyl acetate (0-70%), 259 mg (48% of theory) of the product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07329753B2
Source datasetuspto-grants-2008_02
ORD IDord-c0c384ce6987466e81b145eb69338f42
Source noteuspto-grants-2008_02