Formaldehyde → HCID 68465411, compound

Participants

Reaction Steps

To an acetonitrile (10 ml) solution of N-{1-[5-(2-chlorophenyl)-4-methyl-4H-1,2,4-triazol-3-yl]-1-methylethyl}cyclopentanamine (120 mg) were added 36% formaldehyde solution (92 μl) and sodium triacetoxyborohydride (239 mg), followed by stirring at room temperature for 6 hours. After chloroform, a 1M aqueous sodium hydroxide solution, and distilled water were added to the reaction solution, the organic layer was separated. Furthermore, the organic layer washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and filtered and then the solvent was removed by evaporation under reduced pressure. The resulting crude product was purified by flash column chromatography (chloroform:methanol=25:1). 4M hydrogen chloride-ethyl acetate (0.38 ml) was added to an ethyl acetate (15 ml) solution of the resulting product and, after stirring at room temperature for 30 minutes, the precipitated solid was collected by filtration to obtain 146 mg of N-{1-[5-(2-chlorophenyl)-4-methyl-4H-1,2,4-triazol-3-yl]-1-methylethyl}-N-methylcyclopentanamine dihydrochloride (colorless solid).

Provenance & Evidence