反应详情

温度

80 °C

Alternately, combine 1-(t-butoxycarbonyl)-4-(1H-benzimidazol-2-yl)[1,4]diazepane (1.72 g, 5.43 mmol) and sodium hydride (0.36 g, 60% in oil, 8.15 mmol) in dimethylformamide (40 mL). After 4 hours, add 2-(t-butyldimethylsilyloxy)ethyl iodide (1.56 g, 5.43 mmol). After 72 hours, heat to 80° C. After 3 hours, cool to ambient temperature and add ice to quench. Partition the reaction mixture between ethyl acetate (250 mL) and a saturated aqueous solution of sodium bicarbonate (200 mL). Separate the layers and extract the organic layer with water. Dry the organic layer over MgSO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 40% ethyl acetate/dichloromethane to give 1-(t-butoxycarbonyl)-4-(1-(2-(t-butyldimethylsilyloxy)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane.

1. waitAfter 72 hours
2. waitAfter 3 hours
3. temperaturecool to ambient temperature
4. additionadd ice
5. customto quench
6. customPartition the reaction mixture between ethyl acetate (250 mL)
7. customSeparate the layers
8. extractionextract the organic layer with water
9. dry with materialDry the organic layer over MgSO4
10. filtrationfilter
11. customevaporate in vacuo
12. customto give a residue