Trifluoroacetic acid → N-[6-Chloro-2-(1-piperazinyl)-5-quinolinyl]-cyclohexanepropanamide

Participants

Reaction Steps

N-(2,6-Dichloro-5-quinolinyl)-cyclohexanepropanamide (Example 90(a)) (0.16 g), 1-piperazinecarboxylic acid, 1,1-dimethylethyl ester (0.34 g,), triethylamine (0.15 mL) and tetra-butylammonium bromide (80 mg) were heated at 140° C. for 1 hour in a microwave. The resulting precipitate was filtered and then washed with acetonitrile to give a solid. This solid was dissolved in dichloromethane and trifluoroacetic acid (1 mL) was added. The reaction mixture was stirred at room temperature for 3 hours, then concentrated under vacuum to dryness. Purification (HPLC, Symmetry—0.1% aqueous trifluoroacetic acid:acetonitrile followed by Varian SCX cartridge using methanol and then 10% ammonia in methanol as eluant) gave the title compound as a white solid (30 mg).

Provenance & Evidence