反应详情

NaH (1.4 eq, 60% dispersion in mineral oil) was added to a solution of methyl 14-cyclohexyl-6-oxo-5,6,7,8-tetrahydroindolo[1,2-e][1,5]benzodiazocine-11-carboxylate in DMF (0.1 M) and the solution allowed to stir at RT for 1 h. In the meantime, a 1:1 equimolar mixture of (2-chloroethyl)dimethylamine hydrochloride and NaH (60% dispersion in mineral oil) in solution in DMF (0.5 M) was prepared. After 30 mins, this mixture (2.5 eq of (2-chloroethyl)dimethylamine) was slowly added to the solution of indole anion and the mixture was stirred at RT overnight. DMF was removed in vacuo and the residue taken up in EtOAc. The organic phase was washed with H2O (twice) and then brine before being dried over Na2SO4, filtered and the solvent evaporated in vacuo. The crude compound was used in the next step without further purification; MS (ES+) m/z 474 (M+H)+.

1. customwas prepared
2. waitAfter 30 mins
3. stirringthe mixture was stirred at RT overnight
4. customDMF was removed in vacuo
5. washThe organic phase was washed with H2O (twice) and then brine
6. dry with materialbefore being dried over Na2SO4
7. filtrationfiltered
8. customthe solvent evaporated in vacuo
9. customThe crude compound was used in the next step without further purification