HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Fluoro-2,4,6-trimethylpyridinium Trifluoromethanesulfonate [Fluorinating Reagent] → methyl 3-fluoro-1H-indole-6-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-6-carboxylate | HCID 59625843 | — |
Reaction Steps
A solution of methyl 1H-indole-6-carboxylate 19a (2.0 g, 11.4 mmol) and N-fluoro-2,4,6-trimethylpyridinium triflate (4.3 g, 14.8 mmol) 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 21a as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748417B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-2fd051ffcbec40acb49b81de1301ba0c |
| Source note | uspto-grants-2014_06 |