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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174045Generated: October 30, 2026

Trifluoroacetic acid → 5-Methyl-1-tosyl-1H-indol-4-amine

https://huagongshe.com/reaction/2174045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl (5-methyl-1-tosyl-1H-indol-4-yl)carbamateHCID 86701666—
SolventDichloromethaneHCID 6344—
Product5-Methyl-1-tosyl-1H-indol-4-amineHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056874B2
Source datasetuspto-grants-2015_06
ORD IDord-d1969f0c74b444ce9fe0f24b4e33138b
Source noteuspto-grants-2015_06