Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 44138767 | HCID 44138767 | — |
| Catalyst | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Product | HCID 59510699 | HCID 59510699 | 99% |
Reaction Steps
In a stream of argon, 73 mg of phenylboronic acid, 5.8 mg of tris(dibenzalacetone)dipalldium complex and 12 mg of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl were suspended in 15 mL of 1,4-dioxane. 0.6 mL of an aqueous 3N potassium phosphate solution was added to the suspension, and the obtained mixture was stirred at room temperature for 10 minutes. To this mixture, 149 mg of 2-[5-chloro-4′(2-pyridyl)-1,1′-biphenyl-3-yl]-4,6-diphenyl-1,3,5-triazine, synthesized in Example 1, was added, and the resultant mixture was refluxed under heating at 110° C. for 48 hours. Then the reaction mixture was left to stand at room temperature, and was concentrated under a reduced pressure to give a solid. The solid was purified by silica gel chromatography using a hexane/chloroform mixed liquid (50:50-0:100) as a developing solvent, and then recrystallized from dichloromethane/methanol to give 162 mg of 2-{4-(2-pyridyl)-[1,1′:3′,1″]-terphenyl-5′-yl}-4,6-diphenyl-1,3,5-triazine as a white solid (yield: >99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08268997B2 |
|---|
| Source dataset | uspto-grants-2012_09 |
|---|
| ORD ID | ord-9d7480451d644641a60697ff0e79f961 |
|---|
| Source note | uspto-grants-2012_09 |
|---|