HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 1-Isoamyl-4-(4-bromophenyl)pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Bromo-4-iodobenzene | HCID 11522 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 1-(3-Methylbutyl)-1H-pyrazole-4-boronic acid | HCID 11423941 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-Isoamyl-4-(4-bromophenyl)pyrazole | HCID 66915625 | 82% |
Reaction Steps
4-Bromoiodobenzene (460 mg, 1.6 mmol, 1.5 eq.), 1-isoamylpyrazole-4-boronic acid (200 mg, 1.1 mmol), potassium acetate (100 mg, 1.0 eq.), Pd(dppf)Cl2 (100 mg, 0.1 eq.), and Cs2CO3 (1 g, 3.0 eq.) in DMSO (5 mL) were heated under argon at 80° C. during 1 h. The reaction mixture was extracted from water into ether, dried Na2SO4, concentrated, and chromatographed on silica gel (0→10% EtOAc/hexanes) to give 1-isoamyl-4-(4-bromophenyl)pyrazole (263 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957049B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-043dcc4d0cee4e3ca52b2a0488872cee |
| Source note | uspto-grants-2015_02 |