HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl indole-6-carboxylate → methyl 3-fluoro-1H-indole-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl indole-6-carboxylate | HCID 639844 | — |
| Reactant | 1-Fluoro-2,4,6-trimethylpyridinium Trifluoromethanesulfonate [Fluorinating Reagent] | HCID 2724575 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | methyl 3-fluoro-1H-indole-6-carboxylate | HCID 59625843 | — |
Reaction Steps
A solution of methyl 1H-indole-6-carboxylate 20a (11.4 mmol, 2.0 g) and N-fluoro-2,4,6-trimethylpyridinium triflate (14.8 mmol, 4.3 g) in MeOH (100 mL) was heated at reflux for 18 h. The reaction mixture was concentrated and purified by flash column chromatography (silica gel, 15-20% EtOAc/hexanes) to give compound 20b as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759533B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-73b9c93dbb2d4175912811e925bef103 |
| Source note | uspto-grants-2014_06 |