Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | HCID 86714048 | HCID 86714048 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 86714047 | HCID 86714047 | 46% |
Reaction Steps
To a mixture of compound 67 (700 mg, 0.9 mmol), K2CO3 (497 mg, 3.6 mmol) and 4-methoxyphenyl boronic acid (341 mg, 2.25 mmol) in acetone (9.0 mL) and H2O (3.0 mL) was added bis(triphenylphosphine)palladiumchloride (63 mg, 0.09 mmol) at 0° C. under atmosphere of nitrogen. The mixture was stirred at 0° C. for 30 min and then, stirred at room temperature for 16 hours. The mixture was partitioned between EtOAc and water. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the product 68 (340 mg, 46%) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09034921B2 |
|---|
| Source dataset | uspto-grants-2015_05 |
|---|
| ORD ID | ord-549acd32f86e480794cec942f00ef2ef |
|---|
| Source note | uspto-grants-2015_05 |
|---|