Acetic Acid → HCID 58563758, compound

Participants

Reaction Steps

To a solution of (S)-Piperidine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl) amide; hydrochloride (110 mg; 0.382 mmol) in DMF (1.5 mL) is added tetrahydro-pyran-4-carbaldehyde (87.2 mg; 0.764 mmol), acetic acid (0.022 mL; 0.382 mmol) and sodium sulfate (5-10 equivalents). The mixture is stirred at room temperature for 30 minutes before adding sodium cyanoborohydride (24 mg; 0.382 mmol). The mixture is stirred at room temperature for 18 hours. The mixture is diluted with dichloromethane and washed with saturated NaHCO3 aqueous solution. The organic layer is dried over Na2SO4, filtered and concentrated in vacuo. Crude product is purified by preparative HPLC. Product fractions are pooled and concentrated in vacuo to afford the title compound, m/z 350 [M+H+].

Provenance & Evidence