反应详情

温度

35 °C

To a solution of tert-butyl 2-bromoethylcarbamate (4.21 g, 0.019 mol; see Preparation R above) in DMF (65 mL) was added 4-{[3-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)propyl]amino}benzonitrile (see Preparation C above, 4.48 g, 0.016 mol) and triethylamine (3.27 mL, 0.024 mol). The mixture was stirred overnight at 35° C. and then concentrated in vacuo. The residue was dissolved in dichloromethane (80 mL) and washed with saturated sodium chloride. The aqueous layer was extracted with dichloromethane (1×150 mL). The combined organic extracts were dried (Na2SO4) and concentrated in vacuo. The crude red-brown oil was chromatographed (×2) on silica gel eluting with chloroform:methanol:conc. NH4OH (9:1:0.02) to afford 3.75 g (56%) of the title compound.

1. concentrationconcentrated in vacuo
2. dissolutionThe residue was dissolved in dichloromethane (80 mL)
3. washwashed with saturated sodium chloride
4. extractionThe aqueous layer was extracted with dichloromethane (1×150 mL)
5. dry with materialThe combined organic extracts were dried (Na2SO4)
6. concentrationconcentrated in vacuo
7. customThe crude red-brown oil was chromatographed (×2) on silica gel eluting with chloroform