Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| Reactant | HCID 60202001 | HCID 60202001 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | HCID 86704332 | HCID 86704332 | 23.1% |
Reaction Steps
An oven-dried Schlenk tube was loaded with 130 mg (0.26 mmol) 2,7-bis-(trifluoromethyl)-4,9-dibromo-1,3,6,8-tetraazapyrene, 197 mg (1.04 mmol) 4-trifluoromethylphenylboronic acid, 508 mg (1.56 mmol) caesium carbonate and 19 mg (0.03 mmol) Pd(dppf)Cl2 and evacuated and refilled with argon for three times. 20 ml abs. 1,4-dioxane were added, the Schlenk tube was sealed with a glass cap and the reaction mixture was stirred at 101° C. for 48 h. The mixture was allowed to cool to room temperature, the solvent was evaporated and the solid residue was extracted with chloroform. The organic phase was washed with water and brine, dried over sodium sulphate and evaporated in vacuo. The solid was washed with methanol and pentane to yield 35 mg (0.06 mmol, 23%) of the compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08901300B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-fc9a27076945446ca3e1cf58ca3ebef4 |
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| Source note | uspto-grants-2014_12 |
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