4-Pyridinecarboxaldehyde → HCID 11654212, compound

Participants

Reaction Steps

To a solution of N-methyl-3,3-diphenyl-N-pyrrolidin-3-yl-propionamide(0.45 g, 1.46 mmol) in CH2Cl2 (10 ml) was added 4-pyridinecarboxaldehyde(0.14 ml, 1.46 mmol), sodium triacetoxyborohydride(0.4 g, 1.89 mmol) and ACOH (0.17 ml, 2.92 mmol). The resulting solution was stirred at room temperature under nitrogen overnight. The reaction mixture was quenched with saturated NaHCO3 (4 ml), and product was extracted with EtOAc (3×30 ml). Drying the EtOAc extract over MgSO4 and removal of solvent under reduced pressure followed by column chromatography using acetone:EtOAc (1:1) gives the desired product in good yield.

Provenance & Evidence