Triethylamine → HCID 89825754, compound

Participants

Reaction Steps

(E)-4,4,4-Trifluorobut-2-enoic acid (28 mg, 0.2 mmol) was dissolved in dichloromethane (1 ml), oxalyl chloride (18 μl, 0.2 mol) and one drop of DMF were added and the resulting solution was stirred at room temperature for 10 minutes. This solution was added to a solution of 2-piperazin-1-ylquinoline hydrochloride (25 mg, 0.1 mmol) in DMF (0.5 ml). Triethylamine (42 μl, 0.3 mmol) was added and the resulting mixture was stirred at room temperature for two hours. The mixture was diluted with ethylacetate and the resulting mixture was washed with saturated sodium bicarbonate solution, brine and dried (MgSO4). The solvent was removed under reduced pressure and the resulting residue was purified by preparative HPLC (Waters XBridge, gradient of water containing 0.1% NH3 and acetonitrile) to yield 15 mg of a solid (0.046 mmol, 46%).

Provenance & Evidence