Pyridine → HCID 86609462, compound

Participants

Reaction Steps

To a solution of (4R)-(E)-3-{[1-(2-carboxyethyl)-1H-pyrazol-3-yl]methylidene}-1-[(1RS)-2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-sulfanylpiperidine hydrochloride (249.4 mg) in dichloromethane (12 ml) were added pyridine (0.24 ml) and acetic anhydride (0.24 ml) at 0° C. After the mixture was stirred at room temperature for 2.5 hours, solvents were removed under reduced pressure and the residue was purified by silica gel chromatography using dichloromethane and methanol (99:1 to 93:7) as eluents to afford the free base of the title compound (75.5 mg), which was treated in acetonitrile (2 ml) with a 4N hydrogen chloride dioxane solution (120 μl). The solvent and excess hydrogen chloride were removed under reduced pressure to afford the title compound (79.4 mg, yield: 29%) as a pale yellow amorphous solid.

Provenance & Evidence