HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloropyridine → Ethyl 1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloropyridine | HCID 7977 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | ethyl 1H-pyrazole-4-carboxylate | HCID 142179 | — |
| Reactant | Ethylacetate heptane | HCID 21899848 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate | HCID 15192741 | — |
Reaction Steps
A solution of 1H-pyrazol-4-carboxylic acid ethyl ester (1.25 g, 8.9 mmol), 2-chloropyridine (2.02 g, 17.8 mmol) and cesium carbonate (8.7 g, 26.75 mmol) in DMF (26.8 ml) was irradiated under microwave conditions at 180° C. for 10 min. The reaction mixture was extracted with diethylether, and the combined organic phases were washed with water and brine. The product was obtained after silica gel chromatography using a heptane/ethyl acetate gradient as white solid (0.81 mg, 42%). MS: M=218.2 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470820B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-5c5dde47666c4cc4a7d363076218f1cb |
| Source note | uspto-grants-2013_06 |