HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylboronic Acid → HCID 71252709, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylboronic Acid | HCID 139377 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Reactant | HCID 55433401 | HCID 55433401 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71252709 | HCID 71252709 | 173.9% |
Reaction Steps
Under a nitrogen stream, to a mixture of [4-(3-chloro-5-trifluoromethylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)phenyl]methanone (150 mg) described in Preparation Example 194, palladium(II) acetate (6.8 mg), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (25.2 mg), potassium fluoride (141.2 mg) and methylboronic acid (73.6 mg) was added tetrahydrofuran (1.5 mL), and the mixture was stirred with heating under reflux for 8 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and the solvent was evaporated. The obtained residue was purified by column chromatography (chloroform:methanol) to give the title compound (50 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08816079B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-aeaead5d96a047df833af22a4c1f0af6 |
| Source note | uspto-grants-2014_08 |