Hydrochloric Acid → HCID 15840027, compound

Participants

Reaction Steps

(R)-5-(2-Aminosulphonylethenyl)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole (157 mg, 0.5 mmol) was dissolved in absolute ethanol (10 mL) and added to a solution of ethanolic hydrogen chloride (25 ml) (prepared from acetyl chloride (38 μL, 0.53 mmol) and absolute ethanol (25 mL)). 10% palladium-on-carbon (125 mg) was added. This solution was hydrogenated under a hydrogen atmosphere (15 p.s.i.) at room temperature for 18 hours. The resultant reaction mixture was filtered through diatomaceous earth (Celite trademark or Arbacell-trademark)) washed with absolute ethanol and the combined filtrates evaporated in vacuo. The residue was purified by column chromatography on silica gel, eluting with a gradient solvent mixture up to CH2Cl2 : MeOH:NH4OH 93:7:1 to give the title compound as a colourless oil (80 mg, 51%). Anal. Calcd for C16H23N3O2S. l/4 MeOH. 1/3 H2O: C, 58.21; H, 7.36; N, 12.54. Found: C, 58.60; H, 7.40; N, 12.57 [α]25D =+69° (c=0 1, MeOH)

Provenance & Evidence