HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium fluoride → 4-(4-Fluoro-6-methoxyquinolin-2-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 4-(4-Chloro-6-methoxyquinolin-2-yl)benzonitrile | HCID 66980050 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-(4-Fluoro-6-methoxyquinolin-2-yl)benzonitrile | HCID 66980065 | 31.7% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A mixture of 4-(4-chloro-6-methoxyquinolin-2-yl)benzonitrile (See Example 11, step 1) (1 g, 3.4 mmol), CsF (5.2 g, 34 mmol), and n-Bu4NBr (109 mg, 0.34 mmol) in DMSO (10 mL) was heated to 150° C. for 2 h. An aqueous/EtOAC workup was followed by purification by column chromatography (PE/EA=10/1) to afford desired product (300 mg, 31.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09364481B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-29f1e9e832694224bf15ce4c6518ca0f |
| Source note | uspto-grants-2016_06 |