反应详情

A mixture of 5 parts of ethyl ethanimidate hydrochloride, 9 parts of N6 -[2-[4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]-2,3,6-pyridinetriamine and 100 parts of acetic acid was stirred overnight at room temperature. The reaction mixture was evaporated. The residue was dissolved in trichloromethane. Water was added and sodium hydrogen carbonate was added till foaming had ceased. The layers were separated. The organic layer was dried, filtered and evaporated. The residue was purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol, saturated with ammonia, (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from 2-propanone. The product was filtered off and dried, yielding 4.8 parts (48.5%) of N-[2-[4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]-2-methyl-1H-imidazo[4,5-b]pyridin-5-amine; mp. 202.0° C. (compound 146).

1. customThe reaction mixture was evaporated
2. dissolutionThe residue was dissolved in trichloromethane
3. additionWater was added
4. additionsodium hydrogen carbonate was added
5. customThe layers were separated
6. customThe organic layer was dried
7. filtrationfiltered
8. customevaporated
9. customThe residue was purified by column-chromatography over silica gel using
10. additiona mixture of trichloromethane and methanol
11. customThe pure fractions were collected
12. customthe eluent was evaporated
13. customThe residue was crystallized from 2-propanone
14. filtrationThe product was filtered off
15. customdried