Ethanol → HCID 15391294, compound

Participants

Reaction Steps

5-Acetyl-1-H-indole1 (3.18 g, 0.02 mol), 4-[(2-phenylethyl)amino]cyclohexanone (5.2 g, 0.024 mol) and pyrrolidine (5 mL) were dissolved in EtOH (30 mL) and refluxed for 48 h. The solvent was removed in vacuo. Silica gel chromatography (20-100% EtOAc gradient in hexane followed by 5-20% MeOH gradient in EtOAc) of the residue yielded the product (6.93 g, 96%). Treatment of this material with fumaric acid in MeOH afforded the fumarate salt which was recrystallized from MeOH/EtOAc (2.6 g, 30.5%): mp 266°-269° C. Anal. Calcd for C24H26N2).0.7 C4H4O4 : C 73.25; H 6.84; N 6.37. Found: C 73.20; H6.60; N6.37. Prepared according to the procedure reported in CA 54 12098e.

Provenance & Evidence