Sodium borohydride → HCID 21357383, compound

Participants

Reaction Steps

To a solution of 1-(3-hydroxypropyl)-4-[pyrid-2-yl]pyridinium bromide (8 g) in 100 mL EtOH was added NaBH4 (1.41 g, 37.2 mmol) in small portions. The reaction mixture was stirred at room temperature for 12 h and then quenched with drops of water. The solvent was removed in vacuo and the residue was purified by column chromatography over silica gel with 1:4 MeOH/EtOAc followed by 1:4 (2M NH3 in MeOH)/EtOAc as the eluting system (Rf=0. 6, (2M NH3 in MeOH)/EtOAc=1:4) to obtain 3-(3′,6′-dihydro-2′-H-[2,4′]bipyridinyl-1′-yl)-propanol as an oil (1.58 g, 39% over two steps).

Provenance & Evidence