Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzo[b]furan-2-boronic acid | HCID 2776266 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | HCID 86669948 | HCID 86669948 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67984390 | HCID 67984390 | 25% |
Reaction Steps
In a stream of argon, 0.50 g (0.94 mmol) of 2-(3,3″-dichloro-(1,1′:3′,1″-terphenyl-5′-yl)-4,6-diphenylpyrimidine, 0.67 g (4.16 mmol) of benzofurylboronic acid, 1.35 g (4.16 mmol) of cesium carbonate, 8 mg (0.038 mmol) of palladium acetate and 36 mg (0.075 mmol) of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl were suspended in 20 mL of 1,4-dioxane, and the obtained suspension was heated under reflux for 14 hours. The reaction mixture was cooled to room temperature, and was then distilled under a reduced pressure to remove all volatile materials. Methanol was added to the concentrate, and the thus-deposited solid was collected by filtration. The thus-obtained crude product was purified by silica gel chromatography using a hexane/chloroform (1/1) mixed solvent as an eluent to give 0.16 g of the target 2-[3,3″-di(2-benzofuryl)-1,1′:3′,1″-terphenyl-5′-yl]-4,6-diphenylpyrimidine as a white solid (yield: 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09120773B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-d7171b736de545fa909e634e67862059 |
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| Source note | uspto-grants-2015_09 |
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