Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | Phenyl dihydrogen orthoborate | HCID 78412 | — |
| Reactant | HCID 59389330 | HCID 59389330 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59389324 | HCID 59389324 | 95.2% |
Reaction Steps
The compound of Example 130 (50.0 mg), phenylboric acid (22.4 mg), tris(dibenzylideneacetone)dipalladium (3.1 mg), tri-n-butylphosphine (17.0 μL) and cesium carbonate (65.3 mg) were suspended in dioxane in an argon atmosphere. The suspension was stirred at 80° C. for 6.5 hours. Subsequently, the reaction mixture was diluted with methylene chloride and filtered through Celite. The filtrate was evaporated and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1) to afford the title compound as a yellow oil (38.7 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07763617B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-a25131fe4e674bf8b59471108e6e60dd |
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| Source note | uspto-grants-2010_07 |
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