Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Fluorophenol | HCID 9707 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 71743116 | HCID 71743116 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71186579 | HCID 71186579 | — |
Reaction Steps
In a microwaveable vessel, 0.75 g of 5-chloro-2-(4-methoxy-3,5-dimethylphenyl)oxazolo[5,4-b]pyridine were dissolved in 12 ml of absolute N,N-dimethylformamide, and 0.30 g of 2-fluorophenol and 1.02 g of cesium carbonate were added. In a microwave reactor, the reaction was heated at 180° C. for 45 min. For work-up, the mixture was added to saturated aqueous sodium bicarbonate solution and extracted three times with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium bisulaite solution, dried over sodium sulfate, filtered and concentrated. The crude product was purified by precipitation from acetonitrile, giving, from solid and mother liquor, a total of 0.52 g (55%) of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08580816B2 |
|---|
| Source dataset | uspto-grants-2013_11 |
|---|
| ORD ID | ord-8e1b2ee4212c47aba6073bd8ba07e346 |
|---|
| Source note | uspto-grants-2013_11 |
|---|