反应详情

A mixture of 5-(6-(aminomethyl)-11-fluoro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (50 mg, 0.08 mmol), and Et3N (11 mg, 0.12 mmol) in dichloromethane (1 mL) was stirred at room temperature under N2 protection. Then MsCl (11 mg, 0.09 mmol) was added and the solution was stirred at room temperature for overnight. Then the mixture was diluted with water (50 mL) and extracted with EtOAc (10 mL*3). The combined organic layer was washed with brine (30 mL), dried over Na2SO4 and concentrated in vacuo. The resulting residue was purified using prep-TLC (dichloromethane:MeOH=15:1) to provide 5-(11-fluoro-6-(methylsulfonamidomethyl)-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (20 mg, yield: 35.7%). 1H-NMR (400 MHz, DMSO-d6) δ 8.55 (d, J=4.8 Hz, 1H), 7.83 (s, 1H), 7.96˜8.06 (m, 3H), 7.65˜7.70 (m, 1H), 7.59˜7.63 (m, 1H), 7.57 (t, J=6.4 Hz, 1H), 7.37˜7.44 (m, 3H), 7.24˜7.30 (m, 1H), 7.10 (s, 1H), 6.91˜6.97 (m, 1H), 6.77 (dd, J=6.8 Hz, 4.4 Hz, 1H), 3.37 (dd, J=14.0, 7.2 Hz, 2H), 3.29 (br s, 3H), 2.89 (s, 3H), 2.77˜2.87 (m, 6H). MS (M+H)+: 722.

1. stirringthe solution was stirred at room temperature for overnight
2. extractionextracted with EtOAc (10 mL*3)
3. washThe combined organic layer was washed with brine (30 mL)
4. dry with materialdried over Na2SO4
5. concentrationconcentrated in vacuo
6. customThe resulting residue was purified