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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433659Generated: November 1, 2026

Water → N-(4-(6-(3-Fluorophenylamino)pyrimidin-4-yloxy)phenyl)-N'-phenylurea

https://huagongshe.com/reaction/1433659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-FluoroanilineHCID 9742—
ReactantN-(4-(6-Chloropyrimidin-4-yloxy)phenyl)-N'-phenylureaHCID 22937019—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-(4-(6-(3-Fluorophenylamino)pyrimidin-4-yloxy)phenyl)-N'-phenylureaHCID 2293695052%

Reaction Steps

N-(4-(6-Chloropyrimidin-4-yloxy)phenyl)-N′-phenyl urea (68.0 mg, 0.200 mmol) and 3-fluoroaniline (111 mg, 1.00 mmol) were heated and stirred in 1-methylpyrrolidone (1 ml) at 150° C. for 90 minutes. The reaction solution was distributed between ethyl acetate and water, the organic layer was washed with saturated aqueous sodium bicarbonate, water and saturated brine and dried over anhydrous magnesium sulfate, the drying agent was filtered off and the filtrate was distilled off under reduced pressure. The obtained crude product was suspended in ethyl acetate, the suspension was diluted with hexane, and the crystals were filtered out, washed with hexane and then blow-dried to obtain the title compound (43.0 mg, 0.104 mmol, 52%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-a26b0c2f3a2d4281b2c691cb963707c1
Source noteuspto-grants-2009_11