Hydrochloric Acid → 6-(3,5-dimethylisoxazol-4-yl)-4-((5-fluoropyridin-2-yl)(hydroxy)methyl)-1H-benzo[d]imidazol-2(3H)-one

Participants

Reaction Conditions

Reaction Steps

To tert-butyl 6-(3,5-dimethylisoxazol-4-yl)-2-ethoxy-4-((5-fluoropyridin-2-yl)(hydroxy)methyl)-1H-benzo[d]imidazole-1-carboxylate (41.2 mg, 0.09 mmol) in ethanol (5 mL) was added hydrochloric acid (0.66 mL, 2.64 mmol, 4 M in 1,4-dioxane). The mixture was heated to 60° C. for 6 hours and then concentrated in vacuo. Purification by reverse-phase HPLC (25-50% acetonitrile/water with 0.01% trifluoroacetic acid, Gemini C18 5μ) afforded 6-(3,5-dimethylisoxazol-4-yl)-4-((5-fluoropyridin-2-yl)(hydroxy)methyl)-1H-benzo[d]imidazol-2(3H)-one as a white solid.

Provenance & Evidence