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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010303Generated: November 1, 2026

Thioanisole → N-(4-(6-Cyano-7-hydroxy-4-quinolyl)oxyphenyl)-N'-(4-fluorophenyl)urea

https://huagongshe.com/reaction/1010303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioanisoleHCID 7520—
ReactantN-(4-(7-(benzyloxy)-6-cyano-4-quinolyl)oxyphenyl)-N'-(4-fluorophenyl)ureaHCID 22936525—
SolventTrifluoroacetic acidHCID 6422—
ProductN-(4-(6-Cyano-7-hydroxy-4-quinolyl)oxyphenyl)-N'-(4-fluorophenyl)ureaHCID 13582939594.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

After dissolving N-(4-(7-(benzyloxy)-6-cyano-4-quinolyl)oxyphenyl)-N′-(4-fluorophenyl)urea (6.20 g, 12.3 mmol) in trifluoroacetic acid (60 ml) and thioanisole (3.6 ml, 30.7 mmol) under a nitrogen atmosphere, the solution was stirred at 60° C. overnight. The reaction solution was concentrated under reduced pressure, and after adding water (100 ml) to the obtained residue, sodium bicarbonate was added to neutralization, diethyl ether (200 ml) was added, the mixture was stirred, and the precipitated crystals were filtered out, washed with water and diethyl ether and dried at 70° C. to obtain the title compound (4.816 g, 11.6 mmol, 94.8%) as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973160B2
Source datasetuspto-grants-2011_07
ORD IDord-9528be857ab745fc9327dad4edb0cf54
Source noteuspto-grants-2011_07