Hydrochloric Acid → HCID 59497416, compound

Participants

Reaction Steps

To a solution of 2-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-benzoic acid methyl ester (45 mg, 0.11 mmol) in 1,4-dioxane (1.0 mL) is added LiOH monohydrate (5.6 mg, 0.13 mmol) in water (0.1 mL) at room temperature. The solution is stirred at the same temperature for 16 hours. Then another 1.0 mg of LiOH monohydrate is added and the reaction is continued for another 2 hr. Then 0.5 mL of 1.0 M HCl is added along with 10 mL of water. The mixture is extracted with EtOAc (3×15 mL) and the organic layers are combined, dried and concentrated to give crude product. Purification by preparative TLC affords 41 mg (95%) of 2-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-benzoic acid. LCMS (ESMS): m/z 412.17 (M+H+).

Provenance & Evidence