HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N,N-diphenyl-4-[5-[6-(1-phenylbenzimidazol-2-yl)-3-pyridinyl]-2-pyridinyl]aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | N,N-diphenyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)aniline | HCID 66801665 | — |
| 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 | N,N-diphenyl-4-[5-[6-(1-phenylbenzimidazol-2-yl)-3-pyridinyl]-2-pyridinyl]aniline | HCID 56943826 | 176% |
Reaction Steps
Following the procedure for 3, 2 (0.758 g, 1.69 mmol), 13 (0.592 g, 1.69 mmol), tetrakis(triphenylphosphine)palladium(0) (97.6 mg, 84.5 μmol), Na2CO3 (1.59 g, 15.0 mmol), H2O (15 mL) and THF (25 mL) yielded 14 (0.88 g, 88%) as a yellow solid after flash chromatography (SiO2, 100% CH2Cl2 to 9:1 CH2Cl2-acetone).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328086B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-e8772d1bd8d2470aa75d6ffd6d451e4f |
| Source note | uspto-grants-2016_05 |