Hydrochloric Acid → (rac)-Methyl 2-(4-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[c]pyridin-7-yloxy)acetate

Participants

Reaction Steps

To a cooled (0° C.) solution of (rac)-tert-butyl 2-(4-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[c]pyridin-7-yloxy)acetate (example 97) (102 mg, 0.26 mmol) in MeOH (4 mL) was added 4M HCl in dioxane (0.26 mL, 1.04 mmol) and the reaction mixture was stirred at room temperature for 16 h. The solution was cooled (0° C.) again and treated with 4M HCl in dioxane (0.39 mL, 1.56 mmol). After 1 h at room temperature, the solution was evaporated to dryness. The residue was suspended in EtOAc, filtered and dried to give the title compound (46 mg, 51%, 80% purity with 20% of corresponding acid) as a grey solid. MS: 352.5 (M+H+).

Provenance & Evidence