反应详情

Methyl N-(2-Boc-aminoethyl)glycinate (0.812 g, 3.5 mmol) was dissolved in DMF (10 mL) and benzo[b][1,8]napthyridin-2(1H)-one 3 acetic acid (883 mg, 3.5 mmol) was added. The mixture was cooled in an ice bath and HBTU (1.52 g, 4.0 mmol) was added. After 1 hour the ice bath was removed and the mixture was stirred overnight at room temperature. The mixture was evaporated in vacuo, redissolved in dichloromethane (100 mL) and washed with saturated aqueous NaHCO3 (2×50 mL). The organic phase was dried (MgSO4) and evaporated in vacuo. The crude product was purified on a silica column eluted with dichloromethane/methanol (97:3, v/v). Fractions containing the product were pooled and evaporated in vacuo to give 345 mg (21%) of the title compound as a tan solid.

1. temperatureThe mixture was cooled in an ice bath
2. customAfter 1 hour the ice bath was removed
3. customThe mixture was evaporated in vacuo
4. dissolutionredissolved in dichloromethane (100 mL)
5. washwashed with saturated aqueous NaHCO3 (2×50 mL)
6. dry with materialThe organic phase was dried (MgSO4)
7. customevaporated in vacuo
8. customThe crude product was purified on a silica column
9. washeluted with dichloromethane/methanol (97:3
10. additionFractions containing the product
11. customevaporated in vacuo