Hydrochloric Acid → HCID 20664106, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 23 mg (0.043 mmol) of (3-(S)-((4-(2-benzyl-4-ethyl-thiazol-5-yl)-piperidine-1-yl)methyl)-4-(S)-3-fluorophenylpyrrolidin-1-yl)-acetic acid, methyl ester in 1 mL of MeOH was treated with 0.1 mL of 1N NaOH. After stirring for 1 hr, another 0.1 mL of 1N NaOH was added and the reaction was heated in a 50° C. bath. After 1.5 hr at 50° C., the solution was cooled and neutralized to pH 7 with 1.2 N HCl. The solution was extracted with EtOAc and the EtOAc layer was washed with brine and dried. After concentration of the filtrate, the residue was purified on a Varian SCX ion exchange column using 2N NH3 in MeOH to elute the product. The isolated free base after concentration of the solution was treated with 1N HCl in Et2O and removal of solvent in vacuo furnished 21 mg of the title compound as a triHCl salt. Mass spec. 522.2 (M+1), HPLC A 1.99 min.

Provenance & Evidence