HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 25051861, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Iodide Ion | HCID 30165 | — |
| Reactant | 2-Chloro-4-iodopyridine | HCID 1516511 | — |
| Reactant | 4-Phenyl-1H-pyrrole-3-carbonitrile | HCID 3721460 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 25051861 | HCID 25051861 | 57.3% |
Reaction Steps
To a solution of 4-phenyl-1H-pyrrole-3-carbonitrile (0.168 g), cupper (I) iodide (0.019 g), N,N-dimethyl grycine (0.021 g) and cesium carbonate (0.325 g) in dimethylsulfoxide (10 mL) was added 2-chloro-4-iodopyridine (0.287 g) at room temperature, and this mixture was at 180° C. in a sealed tube under microwave irradiation for 5 minutes. After cooling to ambient temperature, this reaction mixture was diluted with dichloromethane and water, and the insoluble material was removed by filtered though a Celite pad. This organic layer was separated and this organic solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane=80/20) to give the title compound (0.16 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09023882B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-73369f0f47fe421b88c834729a70470f |
| Source note | uspto-grants-2015_05 |