HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → tert-Butyl 2-(5-bromo-3-nitropyridin-2-yloxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Bromo-2-chloro-3-nitropyridine | HCID 7019412 | — |
| Reactant | Tert-butyl 2-hydroxyacetate | HCID 11815394 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-Butyl 2-(5-bromo-3-nitropyridin-2-yloxy)acetate | HCID 67497047 | 61.8% |
Reaction Steps
To a flask with 5-bromo-2-chloro-3-nitropyridine (73.B) (800 mg, 3.4 mmol) was added 78.D (mixed with 78.E, 445 mg, 3.4 mmol), cesium carbonate (2.2 g, 6.7 mmol) and N,N-dimethylpyridin-4-amine (82 mg, 0.67 mmol). DMF was used as the solvent. The reaction was heated for 2.5 hours. Standard aqueous workup with EtOAc as solvent and silica gel purification afforded 700 mg of 78.F mixed with some 78.E.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785468B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-067f9768d4ca430ba0b1444679173dc1 |
| Source note | uspto-grants-2014_07 |