Hydrochloric Acid → HCID 178513648, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 4-cyano-3-[(trans-4-piperidin-1-ylcyclohexyl)amino]benzoate (0.145 g, 0.41 mmol) in DMSO (0.5 mL) was added a 30% hydrogen peroxide solution (0.078 mL, 0.81 mmol) and potassium carbonate (0.014 g, 0.10 mmol). The reaction mixture was stirred at 50° C. for 3 h. A mixture of methanol (1.5 mL) and water (0.5 mL) was then added followed by potassium hydroxide (0.046 g, 0.81 mmol), and the solution was stirred at 55° C. for 2 h. The mixture was acidified to pH 5 by addition of 1N aqueous hydrochloric acid and lyophilized to afford crude 4-(aminocarbonyl)-3-(trans-4-(piperidin-1-yl)cyclohexylamino]benzoic acid which was used without further purification. MS (EI) for C19H27N3O3: 346 (MH+).

Provenance & Evidence