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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388028Generated: October 30, 2026

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

https://huagongshe.com/reaction/388028

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 numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-76ab035859e542e391d9e6285a5b4338
Source noteuspto-grants-2013_02