Hydrochloric Acid → ethyl (1S)-1-{5-[1-methyl-4-(4-{(3-methylpyridin-2-yl)[(3R)-piperidin-3-yl]carbamoyl}phenyl)-1H-pyrazol-5-yl]-2H-tetrazol-2-yl}ethyl carbonate

Participants

Reaction Conditions

Reaction Steps

Preparation 27, tert-butyl (3R)-3-[{4-[5-(2-{(1S)-1-[(ethoxycarbonyl)oxy]ethyl}-2H-tetrazol-5-yl)-1-methyl-1H-pyrazol-4-yl]benzoyl}(3-methylpyridin-2-yl)amino]piperidine-1-carboxylate (438 mg, 0.664 mmol) was dissolved in acetonitrile (3.3 mL). To this was added HCl in dioxane (2.49 mL, 4M solution, 15 eq.) dropwise at room temperature. After 1 h, the reaction was concentrated in vacuo, and concentrated with toluene (3×15 mL). The crude material was suspended in EtOAc and heated to 80° C. for 16 h. Filtration of the material provided the hydrochloride salt of ethyl (1S)-1-{5-[1-methyl-4-(4-{(3-methylpyridin-2-yl)[(3R)-piperidin-3-yl]carbamoyl}phenyl)-1H-pyrazol-5-yl]-2H-tetrazol-2-yl}ethyl carbonate (242 mg, 65%).

Provenance & Evidence