1-(1H-indol-3-ylmethyl)piperidin-4-amine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Benzoyl chloride (0.49 g, 3.5 mmol) was added to a solution of ammonium thiocyanate (0.29 g, 3.82 mmol) in dry acetone (4 cm3). The reaction mixture was heated under reflux for 10 minutes, then 4-amino-1-(indol-3-ylmethyl)piperidine (0.78 g, 3.41 mmol) was added. The suspension was stirred at room temperature for 1 hour then heated under reflux for 15 minutes and poured into water (20 cm3), precipitating an oil. The supernatant aqueous phase was decanted and the oil triturated with propan-2-ol under reflux to give the title compound as the hydrocyanate salt (0.18 g, 11.7%), m.p. 183°-185° C. The reaction mixture was heated under reflux for 10 minutes then heated under reflux for 15 minutes precipitating an oil The supernatant aqueous phase was decanted the oil triturated with propan-2-ol under reflux