反应详情

Combine imidazole (0.08 g, 1.2 mmol) and dimethylformamide (2 mL). Cool in an ice bath and add sodium hydride (0.04 g, 60% i oil, 1.2 mmol). After 30 minutes, warm to ambient temperature. Add a solution of 1-(t-butoxycarbonyl)-4-(1-(2-methanesulfonyloxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepane (0.35 g, 0.80 mmol) in dimethylformamide (2 mL). Heat to 75° C. After 12 hours, partition the reaction mixture between water and dichloromethane. Extract the organic layer twice with water, dry over Na2SO4, filter, and concentrate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 5% methanol/dichloromethane/0.5% concentrated aqueous ammonia to give 1-(t-butoxycarbonyl)-4-(1-(2-(1H-imidazol-1-yl)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane: Rf=0.44 (silica gel, 5% methanol/dichloromethane/0.5% concentrated aqueous ammonia).

1. temperatureCool in an ice bath
2. temperatureHeat to 75° C
3. waitAfter 12 hours
4. custompartition the reaction mixture between water and dichloromethane
5. extractionExtract the organic layer twice with water
6. dry with materialdry over Na2SO4
7. filtrationfilter
8. concentrationconcentrate in vacuo
9. customto give a residue