反应详情

A mixture of 1.5 parts of 2-benzoxazolethiol, 4.6 parts of N-[1-(2-chloroethyl)-4-piperidinyl]-1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-amine, 4.2 parts of potassium carbonate and 120 parts of 2-propanone was stirred and refluxed overnight. The reaction mixture was evaporated and the residue was taken up in water. The product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (96:4 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from acetonitrile, yielding 2.5 parts (50%) of N-[1-[2-[(2-benzoxazolyl)thio]ethyl]-4-piperidinyl]-1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-amine; mp. 174.2° C. (compound 73).

1. temperaturerefluxed overnight
2. customThe reaction mixture was evaporated
3. extractionThe product was extracted with dichloromethane
4. customThe extract was dried
5. filtrationfiltered
6. customevaporated
7. customThe residue was purified by column chromatography over silica gel using
8. additiona mixture of trichloromethane and methanol (96:4 by volume) as eluent
9. customThe pure fractions were collected
10. customthe eluent was evaporated
11. customThe residue was crystallized from acetonitrile