反应详情

A quantity of 0.065 g (0.139 mmol) of 3-[6-(2,6-dichlorophenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-benzoic acid, ethyl ester of Example 89 was dissolved in 75 mL of boiling methanol. 2N Sodium hydroxide (2 mL) was added, and the clear solution was maintained at reflux for 2 hours. The solution was concentrated with stirring to ca. 15 mL volume. The turbid solution was filtered hot to remove traces of solid. The filtrate was concentrated to ca. 4 mL volume. Water (5 mL) was added to give a turbid mixture. Glacial acetic acid (1 mL) was added to precipitate a flocculent solid. The solid was filtered, washed well with water, and dried; wt 0.048 g. Purification was accomplished by dissolution in 4 mL of warm dimethylformamide and addition of 20 mL of ether, The crystals that slowly separated from the clear solution were filtered and washed with ether and then water (to remove any traces of sodium acetate); wt 0.025 g; mp >300° C.

1. temperaturethe clear solution was maintained
2. temperatureat reflux for 2 hours
3. concentrationThe solution was concentrated
4. filtrationThe turbid solution was filtered hot
5. customto remove traces of solid
6. concentrationThe filtrate was concentrated to ca. 4 mL volume
7. additionWater (5 mL) was added
8. customto give a turbid mixture
9. customto precipitate a flocculent solid
10. filtrationThe solid was filtered
11. washwashed well with water
12. customdried
13. customPurification
14. dissolutionwas accomplished by dissolution in 4 mL of warm dimethylformamide
15. additionaddition of 20 mL of ether
16. customThe crystals that slowly separated from the clear solution
17. filtrationwere filtered
18. washwashed with ether
19. customwater (to remove any traces of sodium acetate)