Synthesis
General procedure for the synthesis of 1-N-Cbz-4-cyanopiperidine from 1-Cbz-piperidine-4-carboxamide: 1-Cbz-piperidine-4-carboxamide (1.0 mmol) and triethylamine (Et3N, 1.5 mmol) were dissolved in ethyl acetate (EtOAc, 1 mL, 1 M) at room temperature. Subsequently, XtalFluor-E (1.1 mmol) was added in batches. The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the reaction was quenched with saturated sodium bicarbonate (NaHCO3) solution. Next, the reaction mixture was washed with aqueous sodium carbonate (Na2CO3) solution and extracted with dichloromethane (CH2Cl2, 2 × 10 mL). The organic layers were combined, washed sequentially with water and brine, dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to give the crude product. If necessary, the crude product can be purified by fast column chromatography.
References
[1] Synthesis (Germany), 2015, vol. 47, # 23, p. 3758 - 3766
