HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-Butyl 5-fluoro-1-(methylsulfonyl)-1H-indole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | tert-butyl 5-fluoro-1H-indole-3-carboxylate | HCID 90031295 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-Butyl 5-fluoro-1-(methylsulfonyl)-1H-indole-3-carboxylate | HCID 90031845 | — |
Reaction Steps
To a solution of tert-butyl 5-fluoro-1H-indole-3-carboxylate (500 mg, 2.125 mmol) and triethylamine (1721 mg, 17.00 mmol) in THF (5 ml) was added methanesulfonyl chloride (0.658 ml, 8.50 mmol). The mixture was stirred at RT for 2 h. The reaction mixture was then poured into water and extracted twice with Et2O. The organic extracts were combined, filtered through MgSO4, concentrated, and purified by column chromatography (SiO2; EtOAc/hex) to afford the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303045B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-698277f5978a43599bbaff418bb9debe |
| Source note | uspto-grants-2016_04 |