Tin tetrachloride → 5-(2,6-difluro-benzoyl)-1H-pyrrole-2-carboxylic acid (3-fluoro-phenyl)-amide

Participants

Reaction Steps

To a mixture of 1H-pyrrole-2-carboxylic acid (3-fluoro-phenyl)-amide (1 g, 4.9 mmol) (Example 55) and 2,6-difluro-benzoyl chloride 1.5 g, 8.8 mmol) (Aldrich, Milwaukee, Wis.) in benzene (10 mL) at room temperature was added a solution of tin (IV) chloride (1 mL, 2.26 g, 8.6 mmol). After stirring at room temperature for overnight, the reaction was diluted with water and ethyl acetate. The organic layer was washed with 2N NaOH, dried and purified on a silica gel column to give 205 mg of 5-(2,6-difluro-benzoyl)-1H-pyrrole-2-carboxylic acid (3-fluoro-phenyl)-amide as a white solid.

Provenance & Evidence