Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | 1,10-Phenanthroline | HCID 1318 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 67778974 | HCID 67778974 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67778295 | HCID 67778295 | 73.1% |
Reaction Steps
Under an argon atmosphere, a mixture of 2-(5-bromopyrimidin-2-yl)-6-(cyclopropylmethoxy)-1,3-benzoxazole (260 mg), benzyl alcohol (812 mg), cesium carbonate (368 mg), copper(I) iodide (14.3 mg), 1,10-phenanthroline (27.0 mg) and toluene (5 mL) was stirred at 110° C. for 3 days. The precipitate was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound as a pale-yellow solid (205 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08729102B2 |
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| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-b2455680d9444329953b2f68d1321646 |
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| Source note | uspto-grants-2014_05 |
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