HCID 22349401, compound → HCID 20813975, compound

Participants

Reaction Steps

A mixture of [2-(3-isopropyl-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-4-yl]-acetonitrile (51 mg, 0.12 mmol) and 10% Pd/C (9 mg) in methanol (20 mL) was rocked in a Parr shaker under a hydrogen atmosphere (40 psi) for 15 hrs. The catalyst was removed by filtration and the filtrate concentrated. The residue was purified by preparative HPLC (30-100% B) to give 1-[4-(2-amino-ethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-2-ylmethyl]-3-isopropyl-1,3-dihydro-benzoimidazol-2-one; HCl salt as the TFA salt, that was converted into the HCl salt by treatment with excess acetyl chloride in methanol, followed by removal of the volatiles in vacuo: 5 mg, 9% as a white solid.

Provenance & Evidence