HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-((2-Chloropyridin-4-yl)oxy)-2-ethyl-6-nitropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromo-2-ethyl-6-nitropyridine | HCID 90403053 | — |
| Reactant | HCID 178516507 | HCID 178516507 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 3-((2-Chloropyridin-4-yl)oxy)-2-ethyl-6-nitropyridine | HCID 90403108 | 31.9% |
Reaction Conditions
| Temperature | 105 °C |
|---|
Reaction Steps
A mixture of 3-bromo-2-ethyl-6-nitropyridine (2.31 g, 10.0 mmol), 2-chloropyridin-4-ol (2.59 g, 20.0 mmol) and K2CO3 (4.15 g, 30.0 mmol) in DMA (20 mL) was sparged with Ar and heated at 105° C. overnight. The mixture was cooled to RT, treated with EtOAc, washed successively with 10% K2CO3 (1×), 5% LiCl (1×) and brine (1×), dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford 3-((2-chloropyridin-4-yl)oxy)-2-ethyl-6-nitropyridine (892 mg, 25%). MS (ESI) m/z: 280.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382228B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-d9a42ce2154f4668a84632d884124651 |
| Source note | uspto-grants-2016_07 |