HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 68014787, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Reactant | HCID 89586553 | HCID 89586553 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68014787 | HCID 68014787 | 6.5% |
Reaction Steps
To a mixture of 5-chloro-3-methoxy-1-(1-phenyl-1H-pyrazol-5-yl)pyrazin-2(1H)-one (245 mg), tri-tert-butylphosphine (25.0 mg), Pd2(dba)3 (37.0 mg), cesium carbonate (791 mg) and 1,4-dioxane (10.0 ml) was added phenylboronic acid (120 mg) at room temperature. The reaction mixture was heated using a microwave reactor at 95° C. for 1.5 hr. The reaction mixture was concentrated, dichloromethane was added, and the mixture was washed with saturated brine. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate) to give the title compound (18.0 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150588B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-86158e96c11344c78fe1212f173049e3 |
| Source note | uspto-grants-2015_10 |