4-Piperazin-1-yl-quinoline → (E)-4-Bromo-1-[4-(4-quinolyl)piperazin-1-yl]pent-2-en-1-one

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Reaction Steps

4-piperazin-1-ylquinoline (21.3 mg, 0.1 mmol) was dissolved in anhydrous dichloromethane (0.5 ml), TEA (20.9 μl, 1.5 mmol) followed by (E)-4-bromopent-2-enoyl chloride (29.6 mg, 0.15 mmol) were added, the mixture was shaken for 10 minutes, diluted with dichloromethane, washed with 5% sodium bicarbonate solution, water and the organic phase was evaporated to dryness under reduced pressure. The residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 7 mg of a solid (0.019 mmol, 19%).

Provenance & Evidence