反应详情

To a solution of Intermediate 1 (6.59 g, 40.4 mmol) in dry DMF (80 mL) under N2 was added sodium hydride (60% dispersion in oil, 3.20 g, 80.0 mmol) and the resulting opaque brown solution was stirred at RT for 45 min (CARE: gas evolution). A solution of Intermediate 3c (9.93 g, 40.0 mmol) in dry DMF (20 mL) was added and the solution stirred at RT for 24 h. The reaction was carefully quenched with saturated NH4Cl (CARE: gas evolution) solution and H2O. The brown mixture was stirred for 30 min. The mixture was concentrated in vacuo and dissolved in MeOH (125 mL), charcoal was added to the solution and the mixture was stirred at RT for 1 h, and then filtered through Celite. The solution was evaporated under reduced pressure to afford a residue, which was suspended in H2O (100 mL) and extracted with EtOAc (3×100 mL). The combined organic extracts were washed with brine (75 mL), dried over Na2SO4, filtered and concentrated in vacuo to leave a brown foam (14.6 g, 93%). The foam was triturated with pentane (2×75 mL) using sonication and stirring, the solution was decanted and the solid was left to dry under vacuum and at RT affording a solid (14.2 g, 90%). LCMS (Method 3): Rt 2.32 min, m/z 392 [Mf1+].

1. stirringthe solution stirred at RT for 24 h
2. customThe reaction was carefully quenched with saturated NH4Cl (CARE: gas evolution) solution and H2O
3. stirringThe brown mixture was stirred for 30 min
4. concentrationThe mixture was concentrated in vacuo
5. dissolutiondissolved in MeOH (125 mL)
6. additioncharcoal was added to the solution
7. stirringthe mixture was stirred at RT for 1 h
8. filtrationfiltered through Celite
9. customThe solution was evaporated under reduced pressure
10. customto afford a residue, which
11. extractionextracted with EtOAc (3×100 mL)
12. washThe combined organic extracts were washed with brine (75 mL)
13. dry with materialdried over Na2SO4
14. filtrationfiltered
15. concentrationconcentrated in vacuo