HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 67119616, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 23130550 | HCID 23130550 | — |
| Reactant | HCID 58388006 | HCID 58388006 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67119616 | HCID 67119616 | 33% |
Reaction Steps
To a solution of quinoline-6-carboxylic acid (5-bromo-furan-2-ylmethyl)-amide described in Preparation Example E+-2 (200 mg, 0.60 mmol) in 1,4-dioxane (5 mL) were added phenylboronic acid (150 mg, 1.2 mmol), tetrakis(triphenylphosphine)palladium(0) (55 mg, 0.047 mmol) and an aqueous solution of potassium carbonate (2 mol), and the solution was stirred at 110° C. for 2 hours. Water and ethyl acetate were added to the reaction solution, which was then partitioned, NH silica gel was added to the organic layer, the solvent was evaporated in vacuo for adsorption, purification was carried out by NH silica gel column chromatography (hexane:ethyl acetate=2:1), and the title compound (65 mg, 0.198 mmol, 33.0%) was obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932272B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-28b019308883404c845c362e922c3949 |
| Source note | uspto-grants-2011_04 |