HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → ethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Acetyl-2H-pyrazole-3-carboxylic acid ethyl ester | HCID 16220430 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | ethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylate | HCID 71306158 | 65.1% |
Reaction Steps
Ethyl 3-acetyl-1H-pyrazole-5-carboxylate (Chem. Commun., 2004, 394-395) (4.82 g) was dissolved in N,N-dimethylformamide (80 ml). To the solution, potassium carbonate (4.39 g) and iodomethane (1.98 ml) were added under ice cooling, and the mixture was stirred at room temperature for 3 hours and 50 minutes. The reaction solution was diluted with ethyl acetate. The organic layer was washed with saturated saline, water, and saturated saline in this order and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain the title compound (3.38 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187489B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-aa9be722dc794806b221efba7b5e5bd4 |
| Source note | uspto-grants-2015_11 |