反应详情

To a solution of (S)-tert-butyl 1-(6-cyano-9-((2-(trimethylsilyl)ethoxy)methyl)-9H-dipyrido[2,3-b;4′,3′-d]pyrrol-4-yl)pyrrolidin-3-ylcarbamate (700 mg, 1.0 mmol) in tetrahydrofuran (11 mL) was added sodium hydride as a 60% dispersion in mineral oil (140 mg, 3.4 mmol) followed by iodoethane (0.77 mL, 9.4 mmol) and reaction mixture was stirred overnight at ambient temperature. The reaction was quenched with water (0.1 mL), diluted with ethyl acetate (100 mL) and washed with water (50 mL). The organic layer was separated, dried over sodium sulfate, filtered, concentrated in vacuo, and purified by flash chromatography (silica, 4 g, ISCO, 0-60% ethyl acetate in heptane) to afford the title compound as a white solid, which was used in the next step without any further purification (560 mg. 80%).

1. customThe reaction was quenched with water (0.1 mL)
2. additiondiluted with ethyl acetate (100 mL)
3. washwashed with water (50 mL)
4. customThe organic layer was separated
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. custompurified by flash chromatography (silica, 4 g, ISCO, 0-60% ethyl acetate in heptane)