反应详情

The crude acid (1b) (5.5 mmol) was dissolved in DCM (50 ml) and DMF (14 ml) followed by addition of HATU (2.09 g, 5.5 mmol), hex-5-enyl-methyl-amine (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 and the reaction mixture was concentrated in vacuo. The residue was re-dissolved in EtOAc (100 ml) and the organic layer washed with 0.1 M HCl (aq), K2CO3 (aq) and brine, dried (MgSO4) and filtered. Evaporation 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 (Method A): tR=3.44 min, >95%, m/z (ESI+)=407(MH+).

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