反应详情

(E)-Oct-2-enoic acid (71.1 mg, 0.5 mmol) was dissolved in dichloromethane (1 ml) and a 2M solution of oxalyl chloride in dichloromethane was added (0.3 ml, 0.6 mmol). The solution was stirred at room temperature for one hour after which a drop of DMF was added. Stirring was continued for another hour, the mixture was evaporated to dryness under reduced pressure. The residue was dissolved in dichloromethane (1 ml), the resulting solution was added to a solution of 2-methyl-4-piperazin-1-yl-quinoline (103 mg, 0.45 mmol) and triethylamine (90 μl, 0.64 mmol) in dichloromethane (1 ml). The resulting mixture was stirred at room temperature overnight, diluted with dichloromethane (1 ml), washed with water and 2M NaOH (2 ml each) and evaporated to dryness under reduced pressure. The residue was purified by preparative HPLC (gradient of water containing 0.1% ammonia and acetonitrile) to yield 121.3 mg of a solid (0.34 mmol, 77%).

1. additionwas added
2. waitwas continued for another hour
3. customthe mixture was evaporated to dryness under reduced pressure
4. dissolutionThe residue was dissolved in dichloromethane (1 ml)
5. stirringThe resulting mixture was stirred at room temperature overnight
6. washwashed with water and 2M NaOH (2 ml each)
7. customevaporated to dryness under reduced pressure
8. customThe residue was purified by preparative HPLC (gradient of water containing 0.1% ammonia and acetonitrile)