Hydrochloric Acid → 799559-60-7

Participants

Reaction Steps

1-(4-Cyanophenyl)-piperidine4-carboxylic acid (D3)(6.92 g), HOBT (1.77 g), TEA (4.7 ml) and (2R,6S)-2,6-dimethylpiperazine (3.0 g) were stirred in DMF (25 ml) and then EDC (3.7 g) was added and the reaction stirred at rt overnight. The solvent was evaporated and the residue redissolved in DCM (100 ml) and washed with saturated sodium hydrogen carbonate (2×80 ml), brine (75 ml) and the organic layer dried (MgSO4) and evaporated. The crude product was then purified by column chromatography [silica gel, step gradient 0-10% MeOH (containing 10% 0.880 ammonia solution) in DCM]. Fractions containing the required product were evaporated to give the free base compound which was dissolved in DCM (10 ml) and treated with 1N HCl in diethyl ether to give the title compound (D13) as a white precipitate which was filtered off (1.80 g). MS electrospray (+ve) 327 (MH+).

Provenance & Evidence