反应详情

The crude compound 10b (5.5 mol) was dissolved in DCM (50 mL) and DMF (14 mL) followed by addition of HATU (2.09 g, 5.5 mmol), N-methyl-N-hex-5-enylamin (678 mg, 6.0 mmol) and DIPEA (3.08 mL, 17.5 mmol) at room temperature. The reaction was stirred at ambient temperature for 1 h. LC/MS analysis showed complete conversion of the starting materials and the reaction mixture was concentrated in vacuo. The residue was redissolved in EtOAc (100 mL) and the organic phase washed with 0.1 M HCl (aq), K2CO3 (aq) and brine, dried (MgSO4) and filtered. Removal of the solvent in vacuo gave an oil which was purified by flash chromatography (Silica, EtOAc:MeOH) to afford the title compound (1.65 g, 74%). TLC (Silica): MeOH:EtOAc 5:95, Rf=0.5; LC/MS >95%, m/z (ESI+)=407 (MH+).

1. concentrationthe reaction mixture was concentrated in vacuo
2. dissolutionThe residue was redissolved in EtOAc (100 mL)
3. washthe organic phase washed with 0.1 M HCl (aq), K2CO3 (aq) and brine
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. customRemoval of the solvent in vacuo
7. customgave an oil which
8. customwas purified by flash chromatography (Silica, EtOAc:MeOH)