反应详情

温度

40 °C

Reaction under N2 flow. NaH 60% (0.02 mol) was added to a mixture of 1,1-dimethyl-ethyl 4-(1H-benzimidazol-2-ylamino)-1-piperidinecarboxylate (0.02 mol) in N,N-di-methylformamide (100 ml). The mixture was stirred at 40° C. for 1 hour. 6-(Epoxyethyl)-2-picoline (0.02 mol) in a small amount of N,N-dimethylformamide was added. The mixture was stirred at 100° C. overnight. The solvent was evaporated. The residue was taken up in H2O and CH2Cl2. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 95/5 and 90/10). The pure fractions were collected and the solvent was evaporated, yielding 3.5 g of (±)-1,1-dimethylethyl 4-[[1-[2-hydroxy-2-(6-methyl-2-pyridinyl)ethyl]-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate (interm. 16).

1. customReaction under N2 flow
2. stirringThe mixture was stirred at 100° C. overnight
3. customThe solvent was evaporated
4. customThe organic layer was separated
5. customdried
6. filtrationfiltered
7. customthe solvent was evaporated
8. customThe residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 95/5 and 90/10)
9. customThe pure fractions were collected
10. customthe solvent was evaporated