反应详情

Methyl (7S)-14-cyclohexyl-7-hydroxy-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (prepared as described in International patent application WO2006/046030) in toluene (0.17 M) was treated with 30% NaOH (aq) (10 eq) and tetrabutylammonium bromide (0.25 eq). The solution was stirred at RT for 30 min, then 1-benzyl-2-(chloromethyl)pyrrolidinium chloride (2.5 eq) was added to the solution and the resulting mixture was stirred at 60° C. over night. Toluene was eliminated in vacuo; the residue was taken up in EtOAc and washed with 1 N HCl (aq), brine, before being dried (Na2SO4), filtered and concentrated in vacuo. The crude material was purified by FC (PE/EtOAc 50:50+1% NEt3) to afford the product (80%). (ES+) m/z 579 (M+H)+

1. stirringthe resulting mixture was stirred at 60° C. over night
2. washwashed with 1 N HCl (aq), brine
3. dry with materialbefore being dried (Na2SO4)
4. filtrationfiltered
5. concentrationconcentrated in vacuo
6. customThe crude material was purified by FC (PE/EtOAc 50:50+1% NEt3)