Aluminium lithium hydride → HCID 68511631, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (5-amino-indan-2-yl)-{4-[2-(1-hydroxy-1-methyl-ethyl)-5-methyl-benzoimidazol-1-yl]-piperidin-1-yl}-methanone (150 mg, 0.35 mmol) in THF (10 mL) was added dropwise of 1 M lithium aluminum hydride (0.76 ml, 0.76 mmol) in THF. After stirring for 30 minutes, the reaction mixture was heated up to 80° C. and stirred for 20 minutes. The reaction mixture was quenched with water (0.3 ml) and 4 M NaOH solution (0.1 ml) at 0° C. The mixture was warmed up to rt and stirred for 45 minutes. The suspension was filtered over a Celite® pad, washed with ethyl acetate, and the filtrate was concentrated in vacuo. The residue was purified by flash chromatography to afford 2-{1-[1-(5-amino-indan-2-ylmethyl)-piperidin-4-yl]-5-methyl-1H-benzoimidazol-2-yl}-propan-2-ol (87 mg, 60%) as a white solid.

Provenance & Evidence