HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxonium, triethyl-, hexafluorophosphate(1-) (1:1) → methyl 5-bromo-2-ethyl-2H-indazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxonium, triethyl-, hexafluorophosphate(1-) (1:1) | HCID 167684 | — |
| Reactant | Methyl 5-bromo-1H-indazole-4-carboxylate | HCID 59145907 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | methyl 5-bromo-2-ethyl-2H-indazole-4-carboxylate | HCID 59334535 | 91.5% |
Reaction Steps
To a solution of methyl 5-bromo-1H-indazole-4-carboxylate (2.00 g, 7.84 mmol) in ethyl acetate (80 mL) was added triethyloxonium hexafluorophosphate (2.92 g, 11.8 mmol), and the mixture was stirred under nitrogen atmosphere at room temperature for 15 hr. The reaction solution was diluted with ethyl acetate, saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane=5/95→50/50) to give the title compound (2.03 g, yield 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08110585B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-8e04857c7a53444f9c0009e3ecc11411 |
| Source note | uspto-grants-2012_02 |