HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 9-[4-[5-[6-(1-Phenylbenzimidazol-2-yl)-3-pyridinyl]-2-pyridinyl]phenyl]carbazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 9-(4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)phenyl)-9H-carbazole | HCID 66801433 | — |
| Reactant | 2-(5-bromopyridin-2-yl)-1-phenyl-1H-benzo[d]imidazole | HCID 66806366 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Propan-2-one--dichloromethane (1/1) | HCID 21584124 | — |
| Product | 9-[4-[5-[6-(1-Phenylbenzimidazol-2-yl)-3-pyridinyl]-2-pyridinyl]phenyl]carbazole | HCID 56943927 | 70% |
Reaction Steps
Following the procedure for 19, 7 (0.757 g, 1.70 mmol), 13 (0.594 g, 1.70 mmol), tetrakis(triphenylphosphine)palladium(0) (98 mg, 85 μmol), Na2CO3 (1.59 g, 15.0 mmol), H2O (15 mL) and THF (25 mL) yielded 21 (0.70 g, 70% yield) as a light yellow solid after flash chromatography (SiO2, 100% CH2Cl2 to 19:1 CH2Cl2-acetone).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328086B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-94be7fe26e32435a8e2ecfa02342e535 |
| Source note | uspto-grants-2016_05 |