反応 #3313

反応方程式

3-[6-(2,6-dichlorophenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-benzoic acid, ethyl ester

3-[6-(2,6-Dichlorophenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-benzoic acid, ethyl ester

Sodium hydroxide

acetic acid

→

3-[6-(2,6-Dichlorophenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-benzoic acid

溶媒

methanol

反応条件

後処理

1. 1
   温度the clear solution was maintained
2. 2
   温度at reflux for 2 hours
3. 3
   濃縮The solution was concentrated
4. 4
   ろ過The turbid solution was filtered hot
5. 5
   その他to remove traces of solid
6. 6
   濃縮The filtrate was concentrated to ca. 4 mL volume
7. 7
   workup.ADDITIONWater (5 mL) was added
8. 8
   その他to give a turbid mixture
9. 9
   その他to precipitate a flocculent solid
10. 10
    ろ過The solid was filtered
11. 11
    洗浄washed well with water
12. 12
    その他dried
13. 13
    その他Purification
14. 14
    workup.DISSOLUTIONwas accomplished by dissolution in 4 mL of warm dimethylformamide
15. 15
    workup.ADDITIONaddition of 20 mL of ether
16. 16
    その他The crystals that slowly separated from the clear solution
17. 17
    ろ過were filtered
18. 18
    洗浄washed with ether
19. 19
    その他water (to remove any traces of sodium acetate)

実験手順

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.

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