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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853543Generated: October 26, 2026

Water → N-{[4-(6-Carbamoyl-7-methoxy-4-quinolyl)oxyl-2-fluorophenyl]}-N'-(4-fluorophenyl)-N-methylurea

https://huagongshe.com/reaction/853543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-7-methoxyquinoline-6-carboxamideHCID 22936418—
ReactantN-(2-fluoro-4-hydroxyphenyl)-N'-(4-fluorophenyl)-N-methylureaHCID 22936763—
SolventDimethyl SulfoxideHCID 679—
ProductN-{[4-(6-Carbamoyl-7-methoxy-4-quinolyl)oxyl-2-fluorophenyl]}-N'-(4-fluorophenyl)-N-methylureaHCID 5893089655.13%

Reaction Conditions

Temperature85 °C

Reaction Steps

6-Carbamoyl-4-chloro-7-methoxyquinoline (41 mg, 0.1744 mmol) and N-(2-fluoro-4-hydroxyphenyl)-N′-(4-fluorophenyl)-N-methylurea (57 mg, 0.2048 mmol) were dissolved in dimethylsulfoxide (1.0 ml), and then sodium hydride (8.4 mg, 0.2093 mmol) was added and the mixture was heated and stirred at 85° C. for 30 minutes. After cooling the reaction solution to room temperature, water was added and the precipitated crystals were filtered out. The crystals were then suspended in acetone: diethyl ether=1:2 and refiltered out, washed with diethyl ether and dried by aspiration to obtain the title compound (46 mg, 0.0961 mmol, 55.13%) as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253286B2
Source datasetuspto-grants-2007_08
ORD IDord-5a5ebc2232f24a29972e4f922e744c74
Source noteuspto-grants-2007_08