反应详情

To a stirred solution of (1-benzyl-piperidin-4-yl)-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-amine (D3) (0.50 g, 1.46 mmol) and diisopropylethylamine (0.76 ml, 4.38 mmol) in dichloromethane (20 ml) at 0° C., was added 1-chloroethyl chloroformate (0.47 ml, 4.38 mmol). The reaction mixture was stirred at room temperature for 2 h. and after this period, the solvent evaporated in vacuo. The crude product was dissolved in methanol (30 ml) and the reaction mixture was stirred at reflux for 1.5 h. After evaporation of the solvent, the crude product was dissolved in water and extracted with diethyl ether (2×25 ml) and dichloromethane (3×25 ml). The aqueous layer was separated and evaporated in vacuo. The crude product was purified by reverse phase HPLC. The desired fractions were collected and evaporated in vacuo to yield D4 (0.29 g, 79%) as a solid. C8H11F3N4S requires 252. Found 253 (MH+).

1. customthe solvent evaporated in vacuo
2. dissolutionThe crude product was dissolved in methanol (30 ml)
3. stirringthe reaction mixture was stirred
4. temperatureat reflux for 1.5 h
5. customAfter evaporation of the solvent
6. dissolutionthe crude product was dissolved in water
7. extractionextracted with diethyl ether (2×25 ml) and dichloromethane (3×25 ml)
8. customThe aqueous layer was separated
9. customevaporated in vacuo
10. customThe crude product was purified by reverse phase HPLC
11. customThe desired fractions were collected
12. customevaporated in vacuo