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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388005Generated: October 31, 2026

Water → 1-(4-(6-(N-Methyl-N-phenylamino)pyrimidin-4-yloxy)phenyl)-3-phenylurea

https://huagongshe.com/reaction/388005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-MethylanilineHCID 7515—
ReactantEthyl AcetateHCID 8857—
ReactantN-(4-(6-Chloropyrimidin-4-yloxy)phenyl)-N'-phenylureaHCID 22937019—
SolventHexaneHCID 8058—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1-(4-(6-(N-Methyl-N-phenylamino)pyrimidin-4-yloxy)phenyl)-3-phenylureaHCID 2293700046%

Reaction Steps

N-(4-(6-Chloropyrimidin-4-yloxy)phenyl)-N′-phenylurea (68.0 mg, 0.200 mmol) and N-methylaniline (107 mg, 1.00 mmol) were heated and stirred in 1-methylpyrrolidone (1 ml) at 130° C. for 36 hours. The reaction solution was distributed between ethyl acetate and water, the organic layer was washed with 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 (38 mg, 0.092 mmol, 46%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-9446a7ea95374dc5930dc59072951b1b
Source noteuspto-grants-2013_02