HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66747101, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3-Methoxyphenyl)boronic acid | HCID 2734370 | — |
| Reactant | 2-Amino-6-bromobenzonitrile | HCID 9813038 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66747101 | HCID 66747101 | 80.3% |
Reaction Steps
To a stirred solution of 2-amino-6-bromobenzonitrile (195 mg, 1.0 mmol) and (3-methoxyphenyl)boronic acid (300 mg, 2 mmol) in dioxane (2 mL) was added aqueous potassium carbonate (2.0 mmol, 0.7 mL). The reaction solution was degassed by bubbling N2 for 2 minutes. Palladium tetrakistriphenylphosphine (5% mol) was added to the reaction mixture and the reaction vessel was placed in a microwave reactor and irradiated at 165° C. for 20 minutes. The precipitate was removed by filtration and the filtrate concentrated. The residue was purified by HPLC (acetonitrile/water; 10-90% gradient, 25 minutes) to give the title compound as an off-white solid (180 mg, 80%). MS 225 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000054B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-e1a2be627f344ccba5a86be7e3facdfd |
| Source note | uspto-grants-2015_04 |