Hydrochloric Acid → Tert-butyl 2-(4-fluorophenyl)-6-oxopiperidin-1-ylcarbamate

Participants

Reaction Steps

A 1 N sodium hydroxide solution (0.6 mL) was added to a solution of methyl 5-(N′-tert-butoxycarbonylhydrazino)-5-(4-fluorophenyl)pentanoate (81 mg) in methanol (1 mL), and the reaction solution was stirred at room temperature for two hours. 2 N aqueous hydrochloric acid (0.3 mL) was added to the reaction solution, and the reaction solution was concentrated under reduced pressure. HOBT (64 mg) and EDC (91 mg) were added to a solution of the residue in DMF (1 mL), and the reaction solution was stirred at room temperature for two hours. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane:ethyl acetate=9:1→ethyl acetate) to obtain 50 mg of the title compound. The property values of the compound are as follows.

Provenance & Evidence