HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 5-Methyl-1-tosyl-1H-indol-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl (5-methyl-1-tosyl-1H-indol-4-yl)carbamate | HCID 86701666 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Methyl-1-tosyl-1H-indol-4-amine | HCID 86701668 | — |
Reaction Steps
To a solution of tert-butyl (5-methyl-1-tosyl-1H-indol-4-yl)carbamate (10.5 g, 26.2 mmol) in DCM (197 mL) was added TFA (65.5 mL), and the mixture was stirred at room temperature. After 20 minutes the reaction was concentrated, dissolved in EtOAc, washed with sat. aq. NaHCO3, dried over MgSO4, filtered and concentrated. The resulting residue was purified by flash chromatography (0-70% EtOAc in heptanes) to provide the title compound. MS (ESI+) m/z 301.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056874B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-d1969f0c74b444ce9fe0f24b4e33138b |
| Source note | uspto-grants-2015_06 |