Sodium borohydride → HCID 53237073, compound

Participants

Reaction Steps

To a solution of 3-(6-chloro-1-methyl-1H-benzoimidazol-2-yl)-pyridine-4-carbaldehyde (50 mg, 0.184 mmol) in MeOH (4 mL) at 0° C. was added sodium borohydride (10.44 mg, 0.276 mmol). The mixture was stirred at room temperature for 30 min. The reaction was quenched with water (0.5 mL) and the mixture was concentrated in vacuo. The crude was taken up in MeOH (5 mL) and purified on HPLC using RP18 column and gradient 0.1% aqueous NH4OH in acetonitrile to afford pure product [3-(6-chloro-1-methyl-1H-benzoimidazol-2-yl)-pyridin-4-yl]-methanol as a white color solid. 1H NMR (400 MHz, MeOD) δ ppm 3.76 (s, 3H), 4.64 (s, 2H), 7.38 (dd, J=8.7, 1.9 Hz, 1H), 7.71 (d, J=8.6 Hz, 1H), 7.73 (d, J=2.0 Hz, 1H), 7.84 (d, J=5.1 Hz, 1H), 8.69 (s, 1H), 8.79 (d, J=5.3 Hz, 1H); HRMS: (ESI) m/z 274.0739 [(M+H)+ Calcd for C14H12ClN3O 274.0747].

Provenance & Evidence