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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010416Generated: October 31, 2026

Dimethylformamide → HCID 86591478, compound

https://huagongshe.com/reaction/1010416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantGlycidyl tosylate, (R)-HCID 154187—
ReactantN-(2-chloro-4-(6-cyano-7-hydroxyquinolin-4-yloxy)phenyl)-N'-methylureaHCID 135829408—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 86591478HCID 8659147894%

Reaction Conditions

Temperature50 °C

Reaction Steps

N-[2-Chloro-4-(6-cyano-7-hydroxyquinolin-4-yloxy)phenyl]-N′-methylurea (600 mg) was added to dimethylformamide (4 ml), and then (2R)-(−)-glycidyl p-toluenesulfonate (484 mg) and potassium carbonate (450 mg) were added thereto and the mixture was heated at 50° C. for 4 hours. Water was added to the reaction solution, extraction was performed with ethyl acetate, the organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained crude product was recrystallized with ethyl acetate to obtain the title compound (650 mg) as light yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973160B2
Source datasetuspto-grants-2011_07
ORD IDord-062e9f10f1f042cd8a278b441f83e9df
Source noteuspto-grants-2011_07