反应详情

温度

50 °C

A solution of 9-benzenesulfonyl-3-bromo-5-(piperidin-4-yloxy)-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carbonitrile (102 mg, 0.2 mmol) in acetonitrile (10 mL) was treated with ethyl iodide (34 mg, 17.4 μL, 0.2 mmol). The reaction mixture was heated for 24 h at 50° C., until analysis (TLC/LCMS) showed complete consumption of starting material. The reaction mixture was allowed to cool to ambient temperature and was then concentrated in vacuo. The resultant residue was partitioned between ethyl acetate (10 mL) and 1M sodium carbonate solution (5 mL). The organic layer was separated, dried over anhydrous sodium sulfate, filtered and evaporated in vacuo. The resultant residue was purified by chromatography (silica, Si-SPE, EtOAc) to afford the title compound as a white solid (72 mg, 60%). 1H NMR (CDCl3, 400 MHz,): 9.56 (s, 1H), 8.76 (d, J=2.3 Hz, 1H), 8.65 (s, 1H), 8.25-8.22 (m, 2H), 7.67-7.62 (m, 1H), 7.54-7.49 (m, 2H), 5.15 (s, 1H), 2.96 (s, 2H), 2.48 (s, 2H), 2.23 (s, 4H), 2.02 (d, J=16.9 Hz, 2H), 1.18-1.04 (m, 3H). LCMS (Method G): RT=3.5 min, M+H+=541.

1. customconsumption of starting material
2. temperatureto cool to ambient temperature
3. concentrationwas then concentrated in vacuo
4. customThe resultant residue was partitioned between ethyl acetate (10 mL) and 1M sodium carbonate solution (5 mL)
5. customThe organic layer was separated
6. dry with materialdried over anhydrous sodium sulfate
7. filtrationfiltered
8. customevaporated in vacuo
9. customThe resultant residue was purified by chromatography (silica, Si-SPE, EtOAc)