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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433357Generated: November 1, 2026

Toluene → N-(4-(6-Cyano-7-(2-methoxyethoxy)-4-quinolyl)oxy-2-fluorophenyl)-N'-(3-(methylsulfonyl)phenyl)urea

https://huagongshe.com/reaction/1433357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDiisopropylethylamineHCID 81531—
ReactantPhenyl 3-methylsulfonylphenylcarbamateHCID 22936234—
Reactant4-(4-Amino-3-fluorophenoxy)-6-cyano-7-(2-methoxyethoxy)quinolineHCID 22936298—
SolventEthyl AcetateHCID 8857—
ProductN-(4-(6-Cyano-7-(2-methoxyethoxy)-4-quinolyl)oxy-2-fluorophenyl)-N'-(3-(methylsulfonyl)phenyl)ureaHCID 229363638%

Reaction Steps

4-(4-Amino-3-fluorophenoxy)-6-cyano-7-(2-methoxyethoxy)quinoline (106 mg) and phenyl N-(3-(methylsulfonyl)phenyl)carbamate (96 mg) were added to 5 ml of toluene, and then 0.06 ml of diisopropylethylamine was added and the mixture was heated to reflux for 3 hours. After cooling, ethyl acetate was added and the precipitated insoluble portion was filtered out. The filtrate was concentrated, the resulting residue was dissolved in tetrahydrofuran, toluene was added, and the precipitated solid was filtered out to obtain 13 mg of the title compound as light brown crystals (8% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-87978c0f4ee84994a88f182d7089fc4b
Source noteuspto-grants-2009_11