反应详情

To a stirred suspension of 2-chloro-N-(6-oxo-5,6-dihydro-phenanthridin-2-yl)-acetamide (XXIV, Lg=Cl) (65 mg, 0.23 mmol) in N,N-dimethylformamide (2 mL), (6-amino-hexyl)-carbamic acid tert-butyl ester hydrochloride (175 mg, 0.69 mmol) and triethylamine (0.097 mL, 0.69 mmol) were added. The reaction mixture was stirred at room temperature overnight, diluted with dichloromethane, and the resulting solution was washed with water then brine, dried over sodium sulfate and evaporated to dryness. The crude was purified by preparative HPLC on Waters X Terra RP 18 (19×250 mm, 5 μm) column. Mobile phase A was 0.05% ammonium hydroxide/acetonitrile:95/5 and mobile phase B was acetonitrile/water:95/5. Gradient from 10 to 75% B in 15 min. Fractions containing the desired compound were dried, affording 50 mg (47% yield) of (6-{[(6-oxo-5,6-dihydro-phenanthridin-2-ylcarbamoyl)-methyl]-amino}-hexyl)-carbamic acid tert-butyl ester.

1. additionwere added
2. washthe resulting solution was washed with water
3. dry with materialbrine, dried over sodium sulfate
4. customevaporated to dryness
5. customThe crude was purified by preparative HPLC on Waters X Terra RP 18 (19×250 mm, 5 μm) column
6. waitGradient from 10 to 75% B in 15 min
7. additionFractions containing the desired compound
8. customwere dried