HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 66915495, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 1-Bromo-2-fluoro-4-iodobenzene | HCID 2725006 | — |
| Reactant | 1H-Indole-4-boronic acid | HCID 2763173 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 66915495 | HCID 66915495 | 83% |
Reaction Steps
4-Bromo-3-fluoroiodobenzene (250 mg, 0.8 mmol, 1.2 eq.), indole-4-boronic acid (110 mg, 0.7 mmol), potassium acetate (70 mg, 1 eq.), Pd(dppf)Cl2 (70 mg, 0.1 eq.), and Cs2CO3 (700 mg, 3 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 (5→15% EtOAc/hexanes) to give 4-(4-bromo-3-fluorophenyl)indole (164 mg, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957049B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-cbafd307131b49479952e50072a60bd7 |
| Source note | uspto-grants-2015_02 |