Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 6485752 | HCID 6485752 | — |
| Reactant | 4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)aniline | HCID 22936495 | — |
| Solvent | 1,1,2-Trichloroethane | HCID 6574 | — |
| Product | HCID 16114203 | HCID 16114203 | 79% |
Reaction Steps
4-(2-Methoxyethoxy)-3-(trifluoromethyl)aniline (540 mg, 2.29 mmol) was dissolved in 1,1,2-trichloroethane (5 mL), and carbonyldiimidazole (409 mg) was added thereto under ice-cooling, followed by stirring for 30 minutes. Then, THF (10 mL) and 4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)aniline (517 mg, 2.29 mmol) were added thereto, followed by stirring at room temperature for 20 hours. The reaction solution was partitioned between ethyl acetate (10 mL) and water (20 mL). The organic layer was washed with saturated brine and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography (ethyl acetate) to give 1-[4-(2-methoxyethoxy)-3-(trifluoromethyl)phenyl]-3-[4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]urea (880 mg, 79%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299252B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-93631478f1ff419da194247d1356f59d |
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| Source note | uspto-grants-2012_10 |
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