Tetrabutylammonium Fluoride → 1-phenyl-3-(5-phenyl-benzofuran-2-ylmethoxycarbonylamino)-1H-pyrazole-4-carboxylic acid

Participants

Reaction Steps

To a solution of 1-phenyl-3-(5-phenyl-benzofuran-2-ylmethoxycarbonylamino)-1H-pyrazole-4-carboxylic acid trimethylsilylethyl ester (1.27 g, 2.29 mmol) in 10 mL DMF under N2, was added tetra-n-butylammonium fluoride (2.75 mL of 1M THF solution, 2.75 mmol). The mixture was allowed to stir at room temp. for 2 hrs. The solvent was evaporated under high vacuum (60° C. max). Water was added and the mixture was extracted. After addition of 4 mL 1N HCl a white precipitate separated which was filtered off. This material was triturated in 10 mL boiling EtOH to afford 684 mg of 1-phenyl-3-(5-phenyl-benzofuran-2-ylmethoxycarbonylamino)-1H-pyrazole-4-carboxylic acid as a white solid, mp 220.6°-220.8° C.

Provenance & Evidence