Hydrochloric Acid → HCID 59497401, compound

Participants

Reaction Steps

To a solution of 3-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-4-methoxy-butyric acid methyl ester (200 mg, 0.48 mmol) in 1,4-dioxane (2.0 mL) is added LiOH monohydrate (25 mg, 0.59 mmol) in water (2.0 mL) at room temperature. The solution is stirred at the same temperature for 2 hours. Then 1.0 mL of 1.0 M HCl solution is added along with 10 mL of water. Then the mixture is extracted with EtOAc (3×25 mL) and the organic layers are combined, dried and concentrated to give 190 mg (97%) of crude product. 30 mg of this crude is purified by preparative TLC to give 25 mg of 3-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-4-methoxy-butyric acid. LCMS (ESMS): m/z 408.25 (M+H+).

Provenance & Evidence