Sodium borohydride → HCID 71272171, compound

Participants

Reaction Steps

To a solution of 4-ethyl-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazole-5-carbonitrile 6 (7.0 g, 0.027 mol) in dry MeOH (70 mL) at 0° C. was added CoCl2 (5.69 g, 0.043 mol, 1.6 equiv.) and NaBH4 (12.44 g, 0.33 mol, 12 equiv.). The reaction mixture was warmed to RT and stirred for 16 h, then filtered through a Celite® pad and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with 5% MeOH/CHCl3 to afford (4-ethyl-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl) methanamine (5.2 g, 73%) as off white solid.

Provenance & Evidence