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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433661Generated: November 2, 2026

Water → 4-(6-(3,5-Difluorophenylamino)pyrimidin-4-yloxy)phenyl-N'-phenylurea

https://huagongshe.com/reaction/1433661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant3,5-DifluoroanilineHCID 96595—
ReactantN-(4-(6-Chloropyrimidin-4-yloxy)phenyl)-N'-phenylureaHCID 22937019—
SolventHexaneHCID 8058—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-(6-(3,5-Difluorophenylamino)pyrimidin-4-yloxy)phenyl-N'-phenylureaHCID 2293693420%

Reaction Steps

N-(4-(6-Chloropyrimidin-4-yloxy)phenyl)-N′-phenyl urea (68.0 mg, 0.200 mmol) and 3,5-difluoroaniline (129 mg, 1.00 mmol) were heated and stirred in 1-methylpyrrolidone (1 ml) at 170° C. for 3 hours. 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 subjected to silica gel column chromatography (eluent—ethyl acetate:hexane=1:1), the fraction containing the target substance was concentrated and suspended in ethyl acetate, the suspension was diluted with hexane and the crystals were filtered out, washed with hexane and blow-dried to obtain the title compound (17.5 mg, 0.040 mmol, 20%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-6d07668cd12b459c8399ddd59a1a4311
Source noteuspto-grants-2009_11