反応 #3274

反応方程式

1-iodo-2-methylpropane

NaH

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

1-Iodo-2-methylpropane

→

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

収率 51.0%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他resulting in a clear solution
2. 2
   workup.STIRRINGthe solution was stirred at 50° C. for 40 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
   workup.DISSOLUTIONThe gummy residue was dissolved in ethyl acetate
7. 7
   洗浄washed with water
8. 8
   乾燥The organic layer was dried over magnesium sulfate
9. 9
   ろ過filtered
10. 10
    濃縮concentrated in vacuo
11. 11
    その他The resulting solid was purified by flash chromatography
12. 12
    洗浄eluting with 1:1 hexane

実験手順

To a suspension of NaH (60% in mineral oil, 36 mg) in 8 mL of dimethylformamide was added 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one (205 mg, 0.67 mmol). The mixture was heated at 60° C. for 20 minutes resulting in a clear solution. 1-Iodo-2-methylpropane (110 μL, 0.94 mmol) was added, and the solution was stirred at 50° C. for 30 minutes. An additional amount of 1-iodo-2-methylpropane (40 μL, 0.34 mmol) was added, and the solution was stirred at 50° C. for 40 minutes, then cooled to room temperature and poured onto 40 mL of ice water. The resulting precipitate was removed by filtration and washed with water. The gummy residue was dissolved in ethyl acetate and washed with water. The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solid was purified by flash chromatography, eluting with 1:1 hexane:ethyl acetate to provide 123 mg (51%) of 2-amino-6-(2,6-dichlorophenyl)-8-isobutyl-8H-pyrido[2,3-d]pyrimidin-7-one; mp 193°-195° C.

出典