Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388003Generated: October 30, 2026

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

https://huagongshe.com/reaction/388003

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′-phenylurea (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 saline 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 numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-8ac732edee6a45dc85ede53c6c0104c9
Source noteuspto-grants-2013_02