反応 #3329

反応方程式

NaH

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

1-Chloro-3-phenylpropane

→

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

収率 57.2%

溶媒

dimethylformamide

ethyl acetate

反応条件

後処理

1. 1
   その他resulting in a clear solution
2. 2
   温度the reaction mixture was heated at 60° C. for 35 minutes
3. 3
   workup.ADDITIONpoured onto ice water
4. 4
   洗浄washed with water
5. 5
   乾燥dried over magnesium sulfate
6. 6
   ろ過Filtration
7. 7
   濃縮followed by concentration in vacuo
8. 8
   その他gave an oil that
9. 9
   その他was purified by flash chromatography
10. 10
    洗浄eluting with 1:3 hexane
11. 11
    その他ethyl acetate to provide 345 mg of crude product
12. 12
    その他Recrystallization from ethyl acetate and hexane
13. 13
    その他by drying in vacuo

実験手順

To a suspension of NaH (60% in mineral oil, 58 mg) in 10 mL of dimethylformamide was added 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one (320 mg, 1.04 mmol). The mixture was heated to 60° C. resulting in a clear solution. 1-Chloro-3-phenylpropane (260 μL, 1.81 mmol) was added, and the reaction mixture was heated at 60° C. for 35 minutes, then poured onto ice water. The resulting gummy solid was dissolved in ethyl acetate, washed with water, and dried over magnesium sulfate. Filtration, followed by concentration in vacuo, gave an oil that was purified by flash chromatography, eluting with 1:3 hexane:ethyl acetate to provide 345 mg of crude product. Recrystallization from ethyl acetate and hexane followed by drying in vacuo provided 253 mg (57%) of 2-amino-6-(2,6-dichlorophenyl)-8-(3-phenylpropyl)-8H-pyrido[2,3-d]pyrimidin-7-one; mp 161°-163° C.

出典