Acetic Acid → HCID 20250792, compound

Participants

Reaction Steps

2.3 g (0.00814 mol) of 8-methyl-6-(fluorophenyl)-2,3,6,7,8,9-hexahydro-1H-pyrido[4,3-g]indole are dissolved in 20 ml of MeOH, and 0.977 g (0.0163 mol) of acetic acid and 0.791 ml (0.00976 mol) of formalin are added at room temperature, with stirring. The reaction mixture is subsequently stirred for 1 hour and 1.53 g (0.0244 mol) of sodium cyanoborohydride are then added in several portions. In order to bring the reaction to completion, the mixture is subsequently stirred at room temperature for 1.5 hours. The solvent is then stripped off on a rotary evaporator, H2O is added to the residue and the mixture is rendered alkaline with 1N NaOH. The aqueous phase is extracted with CH2Cl2 and dried over NaSO4 and the solvent is evaporated off on a rotary evaporator. The oily residue is chromatographed on silica gel (silica gel 60 from E. Merck, Darmstadt) using an eluent mixture of: CH2Cl2 /MeOH (2.5:0.15). The product is dried in the absence of light in a desiccator over P2O5 at 10-2 bar.

Provenance & Evidence