反应详情

温度

0 °C

To a stirred solution of 3-{2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethyl}aniline (D6, 30 mg) in pyridine (0.5 mL) was added 2-chloroethylsulfonyl chloride (13 μL). The mixture was stirred 1 h then concentrated in vacuo and partitioned between saturated aqueous sodium hydrogencarbonate solution and DCM. The organic layer was washed (water), dried (sodium sulfate) and concentrated in vacuo. The residue was dissolved in THF (1 mL) and cooled to 0° C. with stirring. To the stirred solution was added sodium hydride (60%, 20 mg). The mixture was warmed to room temperature and left to stand for 4 days. The reaction was diluted with water and concentrated in vacuo. The residue was partitioned between DCM and water. The organic layer was washed (water), dried (sodium sulfate) and concentrated in vacuo. The residue was purified by column chromatography (SiO2; EtOAc) to give the title compound (4.4 mg).

1. concentrationthen concentrated in vacuo
2. custompartitioned between saturated aqueous sodium hydrogencarbonate solution and DCM
3. washThe organic layer was washed (water)
4. dry with materialdried (sodium sulfate)
5. concentrationconcentrated in vacuo
6. dissolutionThe residue was dissolved in THF (1 mL)
7. stirringwith stirring
8. additionTo the stirred solution was added sodium hydride (60%, 20 mg)
9. temperatureThe mixture was warmed to room temperature
10. waitleft
11. waitto stand for 4 days
12. additionThe reaction was diluted with water
13. concentrationconcentrated in vacuo
14. customThe residue was partitioned between DCM and water
15. washThe organic layer was washed (water)
16. dry with materialdried (sodium sulfate)
17. concentrationconcentrated in vacuo
18. customThe residue was purified by column chromatography (SiO2; EtOAc)