N-[2-tert-butoxycarbamoyl-2-(4-methanesulphonylpiperazin-1-yl)ethyl]-4-but-2-ynyloxybenzamide → 4-but-2-ynyloxy-N-[2-hydroxycarbamoyl-2-(4-methanesulphonylpiperazin-1-yl)ethyl]benzamide

Participants

Reaction Steps

100 mg (0.2 mmol) of N-[2-tert-butoxycarbamoyl-2-(4-methanesulphonylpiperazin-1-yl)ethyl]-4-but-2-ynyloxybenzamide are placed in 3 ml of trifluoroacetic acid. After stirring for 8 days at ambient temperature, the mixture is concentrated under vacuum then the crude product is purified by chromatography over silica gel eluted with a 9/1 dichloromethane/methanol mixture. 30 mg (34%) of 4-but-2-ynyloxy-N-[2-hydroxycarbamoyl-2-(4-methanesulphonylpiperazin-1-yl)ethyl]benzamide are obtained in the form of a beige solid.

Provenance & Evidence