Acetyl chloride → N-[2-(3-isopropyl-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-acetamide

Participants

Reaction Steps

To a solution of 1-[5-aminomethyl-1-(3-methyl-butyl)-1H-benzoimidazol-2-ylmethyl]-3-isopropyl-1,3-dihydro-benzoimidazol-2-one (20 mg, 0.05 mmol) and TEA (10 mg, 0.10 mmol) in THF (2 ml) was added acetyl chloride (5 mg, 0.06 mmol) at room temperature and the reaction mixture was stirred for 12 h. After evaporation, the residue was purified by prep-HPLC (gradient 10%-100% B) to afford 18 mg (80%) of N-[2-(3-isopropyl-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-acetamide as a colorless gum.

Provenance & Evidence