HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 4-bromo-1-(2-fluorophenyl)-3-methyl-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Fluorophenylboric acid | HCID 22237831 | — |
| Reactant | HCID 178434489 | HCID 178434489 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-bromo-1-(2-fluorophenyl)-3-methyl-1H-pyrazole | HCID 23158204 | 8.5% |
Reaction Steps
580 mg of 4-bromo-3-methylpyrazole, 1.0 g of 2-fluorophenylboric acid, 3.3 g of copper acetate, 1.0 g of molecular sieves 4A, and 1.6 ml of pyridine were suspended in 8.0 ml of dimethylformamide, and the mixture was stirred at room temperature for 3 days. The obtained suspended solution was filtrated by celite, and the filtrate was diluted with ethyl acetate. Organic layer was washed with 0.5 N sodium hydride, dried with sodium sulfate, and the solvents were distilled outunder reduced pressure. The residues were purified by silicagel column chromatography (hexane:ethyl acetate=50:50) to obtain 78 mg of the above compound as a crude product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902369B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-ce8ea8e801ae44649b68ad6b1075347e |
| Source note | uspto-grants-2011_03 |