反応 #3275

反応方程式

2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one

NaH

Methyl chloroacetate

→

[2-amino-6-(2,6-dichlorophenyl)-7-oxo-7H-pyrido[2,3-d]pyrimidin-8-yl]-acetic acid methyl ester

収率 61.0%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他resulting in a clear solution
2. 2
   温度the solution was heated at 50° C. for 20 minutes
3. 3
   温度cooled to room temperature
4. 4
   その他The resulting precipitate was removed by filtration
5. 5
   洗浄washed with water
6. 6
   抽出The aqueous filtrate was extracted with ethyl acetate
7. 7
   乾燥the organic layer was dried over magnesium sulfate
8. 8
   ろ過filtered
9. 9
   濃縮concentrated
10. 10
    その他purified by flash chromatography
11. 11
    洗浄eluting with a gradient of 1:1 hexane

実験手順

To a suspension of NaH (60% in mineral oil, 38 mg) in 6 mL of dimethylformamide was added 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one (203 mg, 0.66 mmol). The mixture was heated at 50° C. for 40 minutes resulting in a clear solution. Methyl chloroacetate (90 μL, 1.03 mmol) was added, and the solution was heated at 50° C. for 20 minutes, then cooled to room temperature and poured onto 30 mL of ice water. The resulting precipitate was removed by filtration and washed with water. The aqueous filtrate was extracted with ethyl acetate, and the organic layer was dried over magnesium sulfate, filtered, and concentrated. The solids were combined and purified by flash chromatography, eluting with a gradient of 1:1 hexane:ethyl acetate to all ethyl acetate to provide 152 mg (61%) of [2-amino-6-(2,6-dichlorophenyl)-7-oxo-7H-pyrido[2,3-d]pyrimidin-8-yl]-acetic acid methyl ester; mp 188°-190° C.

出典