HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-Methoxyphenyl)boronic acid → HCID 131733102, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | HCID 131733103 | HCID 131733103 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131733102 | HCID 131733102 | 82.5% |
Reaction Steps
A reaction mixture of ethyl (3R)-1-(4-((1-(4-bromo-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoyl)piperidine-3-carboxylate (200 mg), palladium acetate (4.0 mg), potassium fluoride (62.8 mg), 4-methoxyphenylboronic acid (109 mg), 2-(di-tert-butylphosphino)biphenyl (10.7 mg) and tetrahydrofuran (2 mL) was stirred at room temperature overnight under a nitrogen atmosphere. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (0.173 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073864B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-a1b280f18d3348b48b7e51313696bade |
| Source note | uspto-grants-2015_07 |