反应详情

温度

0 °C

1,1,1,3,3,3-Hexafluoro-2-(4-(hydroxymethyl)-3-propylphenyl)propan-2-ol (0.509 mmol, 161 mg) was dissolved in dichloromethane (4 mL) and triethylamine (1.527 mmol, 155 mg) was added. The mixture was cooled to 0° C. before the addition of methanesulfonyl chloride (0.611 mmol, 70.0 mg). The mixture was stirred at 0° C. for 1 hour before warming to room temperature and stirring for 1 hour. The reaction mixture was diluted with dichloromethane (50 mL) and washed with water (2×10 mL). The organic phase was dried over magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. The resulting residue was dissolved in acetonitrile (4 mL) and 1-(cyclopropylmethyl)-3-(4-(piperazine-1-carbonyl)phenyl)urea (0.510 mmol, 154 mg) was added followed by potassium carbonate (1.529 mmol, 211 mg). The mixture was heated to reflux for 16 hours. The mixture was cooled, diluted with dichloromethane (50 mL) and washed with water (2×20 mL). The organic phase was dried over magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by HPLC and treated with strong cation exchange column chromatography to afford the title compound (63 mg). MS (ESI) m/z 601.3 [M+H]+

1. temperaturebefore warming to room temperature
2. stirringstirring for 1 hour
3. washwashed with water (2×10 mL)
4. dry with materialThe organic phase was dried over magnesium sulfate
5. filtrationfiltered
6. concentrationthe filtrate was concentrated under reduced pressure
7. dissolutionThe resulting residue was dissolved in acetonitrile (4 mL)
8. temperatureThe mixture was heated
9. temperatureto reflux for 16 hours
10. temperatureThe mixture was cooled
11. washwashed with water (2×20 mL)
12. dry with materialThe organic phase was dried over magnesium sulfate
13. filtrationfiltered
14. concentrationthe filtrate was concentrated under reduced pressure
15. customThe resulting residue was purified by HPLC
16. additiontreated with strong cation exchange column chromatography