HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 90403195, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 90403338 | HCID 90403338 | — |
| Reactant | HCID 178516507 | HCID 178516507 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 90403195 | HCID 90403195 | 20.2% |
Reaction Conditions
| Temperature | 105 °C |
|---|
Reaction Steps
A mixture of 3-bromo-2,4-dimethyl-6-nitropyridine (1.00 g, 4.33 mmol), 2-chloropyridin-4-ol (1.12 g, 8.66 mmol) and K2CO3 (1.79 g, 12.98 mmol) in DMA (5 mL) was sparged with Ar, heated at 105° C. overnight, then cooled to RT. The mixture was diluted with EtOAc, washed successively with 10% K2CO3, 5% LiCl, then brine, dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford 3-((2-chloropyridin-4-yl)oxy)-2,4-dimethyl-6-nitropyridine (245 mg, 20%) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 8.31 (d, J=5.2 Hz, 2H), 7.15 (d, J=2.3 Hz, 1H), 7.01 (dd, J=5.8, 2.3 Hz, 1H), 2.33 (s, 3H), 2.23 (s, 3H); MS (ESI) m/z: 280.0 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382228B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-30c08608081846c2ad7cbedea840db9e |
| Source note | uspto-grants-2016_07 |