反应详情

A mixture of 50.7 parts of ethyl 4-[[7-amino-1-[(4-fluorophenyl)-methyl]oxazolo[5,4-d]pyrimidin-2(1H)-yliden]amino]-1-piperidinecarboxylate and 3050 parts of phosphoryl chloride was stirred for 90 minutes at reflux temperature. The reaction mixture was evaporated. The residue was poured into ice water. The whole was treated with ammonium hydroxide. The product was extracted with 4-methyl-2-pentanone. The extract was washed with water, 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 acetonitrile. The product was filtered off and dried, yielding 21.6 parts (41.5%) of ethyl 4-[[6-chloro-7-[(4-fluorophenyl)methyl]-7H-purin-8-yl]amino]-1-piperidinecarboxylate; mp. 126.6° C. (compound 25).

1. temperatureat reflux temperature
2. customThe reaction mixture was evaporated
3. additionThe residue was poured into ice water
4. additionThe whole was treated with ammonium hydroxide
5. extractionThe product was extracted with 4-methyl-2-pentanone
6. washThe extract was washed with water
7. customdried
8. filtrationfiltered
9. customevaporated
10. customThe residue was purified by column chromatography over silica gel using
11. additiona mixture of trichloromethane and methanol
12. customThe pure fractions were collected
13. customthe eluent was evaporated
14. customThe residue was crystallized from acetonitrile
15. filtrationThe product was filtered off
16. customdried