HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66616016, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | HCID 66616147 | HCID 66616147 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 66616016 | HCID 66616016 | 76.4% |
Reaction Steps
A mixture of N-(1-benzylpiperidin-4-yl)-2-(2-bromo-5-fluorophenyl)-2-methylpropanamide (275 mg, 0.635 mmol, EXAMPLE 44, Step 2), palladium acetate (14 mg, 0.063 mmol), phenyl boronic acid (15 mg, 0.13 mmol), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (30 mg, 0.063 mmol), potassium carbonate (220 mg, 1.6 mmol) and t-butyl alcohol (15 mL) was refluxed under nitrogen atmosphere for 14 h. The mixture was cooled to room temperature, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (8-66% ethyl acetate in hexane) to give the title compound (171 mg, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697877B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-566c8f64f5ea40abbdd1c6e6c057bd3e |
| Source note | uspto-grants-2014_04 |