Trifluoroacetic acid → HCID 178440996, compound

Participants

Reaction Steps

To a solution of the product from Example 179H (0.302 g, 0.389 mmol) in CH2Cl2 (3 mL) was added TFA (2.5 mL), and the resulting mixture was stirred at rt for 1.5 h. The mixture was concentrated in vacuo, and the crude product was purified by reversed-phase HPLC (C18) using a solvent gradient of 10-100% acetonitrile in H2O (0.1% TFA). The trans-pyrrolidine isomer eluted before the cis-pyrrolidine isomer. Fractions containing the trans-isomer were concentrated in vacuo, and the residue was partitioned between CH2Cl2 and saturated aq. NaHCO3. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo to give the title compound (83 mg, 37%).

Provenance & Evidence