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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885182Generated: October 31, 2026

4-Amino-2,6-difluorophenol → 3-Butyryl-4-(3,5-difluoro-4-hydroxyphenylamino)-8-methoxyquinoline

https://huagongshe.com/reaction/1885182

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-2,6-difluorophenolHCID 2778764—
Reactant3-Butyryl-4-chloro-8-methoxyquinolineHCID 11777567—
Solvent1,4-DioxaneHCID 31275—
Product3-Butyryl-4-(3,5-difluoro-4-hydroxyphenylamino)-8-methoxyquinolineHCID 1004478127.6%

Reaction Steps

2,6-Difluoro-4-aminophenol (1.49 g, 5.65 mmol) and 3-butyryl-4-chloro-8-methoxyquinoline (1.23 g, 8.48 mmol) in dioxan (50 ml) were refluxed under nitrogen for 2.5 hours. The solvent was evaporated and the product was converted to the free base, purified by flash chromatography (silica, methanol-ammonia/chloroform), triturated with methanol, filtered, washed and dried to give the title compound (0.58 g), m.p. 274°-5° (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05143920
Source datasetuspto-grants-1992_09
ORD IDord-3774303288f2421d8830e83b5d3f4248
Source noteuspto-grants-1992_09