HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 9-(4-(5-bromopyridin-2-yl)phenyl)-9H-carbazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Bromo-2-iodopyridine | HCID 593690 | — |
| Reactant | 9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole | HCID 11850073 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 9-(4-(5-bromopyridin-2-yl)phenyl)-9H-carbazole | HCID 66799588 | 90.4% |
Reaction Steps
Following the procedure for 1, 5 (4.84 g, 13.1 mmol), 5-bromo-2-iodopyridine (3.72 g, 13.1 mmol), tetrakis(triphenylphosphine)palladium(0) (0.757 g, 0.655 mmol), Na2CO3 (4.97 g, 46.9 mmol), H2O (45 mL) and THF (75 mL) yielded 6 (4.73 g, 90% yield) as a colorless solid after flash chromatography (SiO2, 1:1 hexanes-dichloromethane) and subsequent trituration with EtOAc.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328086B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-512497ae01d949749bdab547762fe399 |
| Source note | uspto-grants-2016_05 |