Diisopropylethylamine → N-Cyclopropyl-N-[1-(3-phenyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-yl]-4-pyridin-4-yl-benzamide

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Reaction Steps

2-(1H-Benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (75 mg) and ethyldiisopropylamine (74 μL) are added to a solution of 4-pyridin-4-yl-benzoic acid (42 mg) in N,N-dimethylformamide (5 mL) at room temperature. The solution is stirred for 10 min prior to the addition of cyclopropyl-[1-(3-phenyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-yl]-amine (60 mg). The resulting mixture is stirred at 60° C. for 5 h, cooled to room temperature and concentrated in vacuo. The crude product is purified by HPLC (H2O/MeOH/TFA). LC (method 6): tR=1.44 min; Mass spectrum (ESI+): m/z=466 [M+H]+.

Provenance & Evidence