Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzoyl isocyanate | HCID 78210 | — |
| Reactant | HCID 69083608 | HCID 69083608 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69085448 | HCID 69085448 | 61% |
Reaction Steps
4-[4-(4-Fluoro-phenyl)-oxazol-5-yl]-pyridin-2-ylamine (57 mg, 0.22 mmol) and benzoyl isocynate (39 mg, 0.27 mmol) are mixed in DCM (2.0 mL). The reaction is sealed and heated at 50° C. for 16 hrs. Then the solvent is removed and to the residue are added ethanol (2.0 mL) and potassium carbonate (46 mg, 0.34 mmol). The mixture is then heated at 80° C. for 55 min. The solvent is removed and the residue is partitioned between water (25 mL) and EtOAc (35 mL). The aqueous layer is separated and extracted with EtOAc (2×30 mL). The organic layers are combined and concentrated to give the crude product. EtOAc (2 mL) is added into the crude and a solid is formed. The solid is filtered, rinsed with more EtOAc and dried to give 40 mg of the titled product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722709B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-1899d90998324b9e910f816323a409fa |
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| Source note | uspto-grants-2014_05 |
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