HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 3-(3-Ethynylphenyl)-2-fluoropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Fluoro-3-{3-[(trimethylsilyl)ethynyl]phenyl}pyridine | HCID 68701587 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 3-(3-Ethynylphenyl)-2-fluoropyridine | HCID 59772650 | 77% |
Reaction Steps
To a solution of 2-fluoro-3-{3-[(trimethylsilyl)ethynyl]phenyl}pyridine (2.20 g, 8.1 mmol) in MeOH/CH2Cl2 (1/1, 60 mL) is added Cs2CO3 (3.17 g, 9.7 mmol) at room temperature. After stirring for 1 h, the reaction mixture is diluted with CH2Cl2 and passed through a thin layer of silica gel. The solution is concentrated and the crude material is purified by chromatography (silica gel, EtOAc/hexane:20/80) to give the title compound (1.23 g, 77%) as a solid. mp: 45-47° C. MS (+) EI: 198 M+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07705030B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-85b76771f3904926a966dedd7beb3a6b |
| Source note | uspto-grants-2010_04 |