反应详情

温度

80 °C

Add azidotributyltin (0.19 mL, 0.68 mmol) to a solution of (+/−)-isopropyl 5-[(3,5-bistrifluoromethyl-benzyl)-cyano-amino]-8-chloro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate (180 mg, 0.34 mmol) in toluene (3.6 mL). Stir the mixture at 80° C. overnight. Cool down the mixture to room temperature; add ethyl acetate and 1N HCl (8.2 mL) and stir at room temperature for 1 h. Separate the layers, wash the organic phase with saturated KF, then with brine, dry over anhydrous sodium sulfate, filter and remove the solvent under reduced pressure. Purify the residue by flash chromatography, eluting with dichloromethane/methanol, and then by reverse phase purification to provide 198 mg (quantitative) of the title compound. MS (ES−): 575 (M−H).

1. temperatureCool down the mixture to room temperature
2. customSeparate the layers
3. washwash the organic phase with saturated KF
4. dry with materialwith brine, dry over anhydrous sodium sulfate
5. filtrationfilter
6. customremove the solvent under reduced pressure
7. customPurify the residue by flash chromatography
8. washeluting with dichloromethane/methanol
9. customby reverse phase purification