HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[5-[6-(1,3-benzoxazol-2-yl)-3-pyridinyl]-2-pyridinyl]-N,N-diphenylaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-(5-Bromo-2-pyridinyl)benzoxazole | HCID 46941613 | — |
| Reactant | N,N-diphenyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)aniline | HCID 66801665 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Propan-2-one--dichloromethane (1/1) | HCID 21584124 | — |
| Product | 4-[5-[6-(1,3-benzoxazol-2-yl)-3-pyridinyl]-2-pyridinyl]-N,N-diphenylaniline | HCID 56943731 | 77% |
Reaction Steps
Following the procedure for 3, 2 (0.868 g, 1.94 mmol), 11 (0.533 g, 1.94 mmol), tetrakis(triphenylphosphine)palladium(0) (112 mg, 96.8 μmol), Na2CO3 (1.59 g, 15.0 mmol), H2O (15 mL) and THF (25 mL) yielded 12 (0.77 g, 77% yield) as a bright 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-6e64400b2c7a4e9a8789b9e79cfcee25 |
| Source note | uspto-grants-2016_05 |