Acetonitrile → HCID 69720143, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(3-isopropyl-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazole-4-carbaldehyde (237 mg, 0.586 mmol) and powdered KOH (33 mg, 0.59 mmol) in acetonitrile (10 mL) was heated at 70° C. for 1.5 hr. After cooling to ambient temperature saturated ammonium chloride was added followed by the removal of acetonitrile at reduced pressure. The residue was extracted with ethyl acetate (2×15 mL) and the combined organic phases washed with water, brine and dried (MgSO4). Purification by flash chromatography (eluent hexane:ethyl acetate 2:1) afforded 3-[2-(3-Isopropyl-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-4-yl]-acrylonitrile (120 mg, 48%) as an off white foam:

Provenance & Evidence