HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Fluoro-2,4,6-trimethylpyridinium Trifluoromethanesulfonate [Fluorinating Reagent] → Methyl 3-fluoro-1H-indole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Fluoro-2,4,6-trimethylpyridinium Trifluoromethanesulfonate [Fluorinating Reagent] | HCID 2724575 | — |
| Reactant | methyl 1H-indole-5-carboxylate | HCID 2737635 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 3-fluoro-1H-indole-5-carboxylate | HCID 53732549 | 10.4% |
Reaction Steps
A solution of methyl 5-indole carboxylate (1.75 g, 10 mmol) and N-fluoro-2,4,6-trimethylpyridinium triflate (3.75 g, 13 mmol) in methanol (100 mL) was heated at reflux for 18 hours and concentrated. The concentrate was purified by flash column chromatography on silica gel to provide 200 mg of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06228868B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-08eecb92640b4d11a217902a722df034 |
| Source note | uspto-grants-2001_05 |