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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433686Generated: October 30, 2026

Thioanisole → N-(2-chloro-4-(6-cyano-7-hydroxyquinolin-4-yloxy)phenyl)-N'-methylurea

https://huagongshe.com/reaction/1433686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioanisoleHCID 7520—
ReactantHCID 22936876HCID 22936876—
SolventTrifluoroacetic acidHCID 6422—
ProductN-(2-chloro-4-(6-cyano-7-hydroxyquinolin-4-yloxy)phenyl)-N'-methylureaHCID 135829408109.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

After adding N-[4-(7-benzyloxy-6-cyanoquinolin-4-yloxy)-2-chlorophenyl]-N′-methylurea (968 mg) and thioanisole (3.7 ml) to trifluoroacetic acid (10 ml), the mixture was stirred overnight at 50° C. It was then concentrated under reduced pressure, ethyl acetate and aqueous sodium bicarbonate were added and the precipitated crystals were filtered out and washed with ethyl acetate to obtain the title compound (849 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-31c4df5489f247d6a6617487fd975c25
Source noteuspto-grants-2009_11