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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182717Generated: November 1, 2026

4-(7-Chlorobenzo[1,3]dioxol-4-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal → 5-[4-(7-Chlorobenzo[1,3]dioxol-4-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentylidenamino]quinoline-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/2182717

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(7-Chlorobenzo[1,3]dioxol-4-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanalHCID 21948837—
ReactantMethyl 5-aminoquinoline-2-carboxylateHCID 45089604—
SolventAcetic AcidHCID 176—
SolventTolueneHCID 1140—
Product5-[4-(7-Chlorobenzo[1,3]dioxol-4-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentylidenamino]quinoline-2-carboxylic acid methyl esterHCID 69204245—

Reaction Steps

Analogously to Example 37, 70 mg (0.21 mmol) of 4-(7-chlorobenzo[1,3]dioxol-4-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal is reacted with 50 mg (0.25 mmol) of 5-aminoquinoline-2-carboxylic acid methyl ester in 0.5 ml of concentrated acetic acid and 20 ml of toluene. After working-up and purification on silica gel with hexane-ethyl acetate (0-100%), 60 mg (55% of theory) of the product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897224B2
Source datasetuspto-grants-2005_05
ORD IDord-0e778ec719e142f289481a148b2b4e8e
Source noteuspto-grants-2005_05