Methanesulfonic Acid → HCID 11356666, compound

Participants

Reaction Steps

To a stirring solution of Example 212, (1-(4-benzyloxymethyl-phenyl)-3-pyrrolidin-1-ylmethyl-cyclobutanol) (200 mg, 0.57 mmol) in EtOH (10 mL) was added methane sulfonic acid (370 uL, 5.7 mmol), followed by 10% Pd/C (200 mg). The reaction vessel was purged with N2, and then pressurized with 45 psi H2. After 30 minute the reaction vessel was purged with nitrogen. The reaction was filtered through a plug of Celite and then concentrated under reduced pressure. The residual was dissolved in EtOAc and a solution of HCl (2 N in ether) was added. The solution was decanted and the residual was purified. Purification of this material was accomplished by dry pack flash column chromatograpy using a 40 g ISCO column, eluting with a gradient of 5%–15% MeOH/CH2Cl2 with 0.2% NH4OH. The product containing fractions were collected and concentrated to give the title compound (100 mg, 77% yield) as a colorless oil. The HCl salt of the title compound was made by dissolving the title compound in ethyl acetate and then adding a solution of HCl (2N in ether), the resulting colorless solid was collected and dried under reduced pressure.

Provenance & Evidence