反応 #3314

反応方程式

sodium hydroxide

4-[4-{6-(2,6-dichlorophenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-phenyl}-butyric acid, ethyl ester

4-{4-[6-(2,6-Dichlorophenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-phenyl}-butyric acid, ethyl ester

→

pure acid

収率 34.5%

4-{4-[6-(2,6-Dichlorophenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-phenyl}-butyric acid

収率 34.5%

溶媒

acetic acid

反応条件

後処理

1. 1
   温度The solution was maintained
2. 2
   温度at reflux for 1 hour
3. 3
   その他the reaction solution was evaporated to ca. 25 mL volume
4. 4
   workup.ADDITIONWater (50 mL) was added
5. 5
   その他to precipitate a solid
6. 6
   ろ過The mixture was filtered
7. 7
   洗浄the cake was washed well with water
8. 8
   その他dried
9. 9
   その他Hydrolysis
10. 10
    その他The product was purified
11. 11
    その他to remove
12. 12
    洗浄eluting with 1:20 methanol

実験手順

A volume of 5 mL of 2N sodium hydroxide was added to a hot stirred solution of 0.170 g (0.33 mmol) of 4-[4-{6-(2,6-dichlorophenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-phenyl}-butyric acid, ethyl ester of Example 91. The solution was maintained at reflux for 1 hour. Glacial acetic acid (1 mL) was added, and the reaction solution was evaporated to ca. 25 mL volume. Water (50 mL) was added to precipitate a solid. The mixture was filtered, and the cake was washed well with water and dried; wt 0.130 g. Hydrolysis did not go to completion under these conditions. The product was purified to remove starting ester by silica gel chromatography eluting with 1:20 methanol:chloroform to obtain 55 mg of pure acid; mp 169°-171° C.

出典