Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzoyl isocyanate | HCID 78210 | — |
| Reactant | HCID 69083700 | HCID 69083700 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69083158 | HCID 69083158 | 100.4% |
Reaction Steps
4-[5-(4-Fluoro-phenyl)-3-methyl-3H-imidazol-4-yl]-pyridin-2-ylamine (13 mg, 0.048 mmol) and benzoyl isocynate (8.6 mg, 0.058 mmol) are mixed in DCM (0.5 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 (0.5 mL) and potassium carbonate (10 mg, 0.073 mmol). The mixture is then heated at 80° C. for 45 min. The solvent is removed and the residue is partitioned between water (35 mL) and EtOAc (55 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. The crude is recrystallized in DCM to give 15 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-930fd88d793f4907b63ebd0cd24fbd0e |
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| Source note | uspto-grants-2014_05 |
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