Cycloheptylamine → HCID 53861143, compound

Participants

Reaction Steps

Compound 4 (200 mg, 0.57 mmol) was dissolved in ethanol (4 mL). Cycloheptylamine (3.9 mL, 28 mmol) was added, the flask was sealed and the reaction mixture stirred at 60 ûC. for 2 days. The mixture was decanted and evaporated to dryness at 65 ûC. under high vacuum. The residue was dissolved in ethyl acetate (20 mL), and crystals of cycloheptylammonium chloride were removed by filtration. The organic extract was dried over sodium sulfate, filtered and the filtrate was evaporated under reduced pressure. The residue was subjected to silica gel chromatography [2×15 cm, eluent:gradient of methanol (0-6%) in dichloromethane]. Fractions that contained the major spot [Rf (system 3): 0.30] were evaporated and the resulting solid was suspended in boiling dichloromethane. Methanol was added until complete dissolution of the solid. Compound 7 crystallized from this solution (150 mg, 61%).

Provenance & Evidence