HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853528Generated: October 29, 2026
Water → 4-(6-(3,5-Difluorophenylamino)pyrimidin-4-yloxy)phenyl-N'-phenylurea
https://huagongshe.com/reaction/853528
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 3,5-Difluoroaniline | HCID 96595 | — |
| Reactant | N-(4-(6-Chloropyrimidin-4-yloxy)phenyl)-N'-phenylurea | HCID 22937019 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 4-(6-(3,5-Difluorophenylamino)pyrimidin-4-yloxy)phenyl-N'-phenylurea | HCID 22936934 | 20% |
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 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07253286B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-38b2753ec3ff44b3b32796fed97bd32f |
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| Source note | uspto-grants-2007_08 |
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