HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → methyl 6-(1H-pyrazol-1-yl)nicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Pyrrole | HCID 8027 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 6-chloropyridine-3-carboxylate | HCID 254249 | — |
| Product | methyl 6-(1H-pyrazol-1-yl)nicotinate | HCID 3741563 | 64% |
Reaction Steps
To a suspension of pyrrole (0.356 g, 5.23 mmol) in DMF (20 ml) was added sodium hydride (60% in oil, 0.233 g, 5.81 mmol). After stirring for 5 hrs., methyl 6-chloronicotinate (1.00 g, 5.81 mmol) was added, and the mixture was further stirred for 27 hrs. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried (over anhydrous MgSO4). After concentration under reduced pressure, the precipitated solid was collected by filtration and washed with hexane to give the title compound (0.683 g, 64%) as a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592453B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-a6d3df6cf14a42c886b1a8817231dd66 |
| Source note | uspto-grants-2009_09 |