반응 #81911

반응 방정식

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

2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7-ol

NaH

Ethyl iodine

→

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

수율 55.4%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타resulting in a clear solution
2. 2
   온도cooled to room temperature
3. 3
   기타The resulting precipitate was removed by filtration
4. 4
   기타partitioned between ethyl acetate and water
5. 5
   기타The organic layer was separated
6. 6
   건조dried over MgSO4
7. 7
   여과filtered
8. 8
   농축concentrated in vacuo
9. 9
   세척Flash chromatography, eluting with ethyl acetate

실험 절차

To a suspension of NaH (60% in mineral oil, 27 mg) in 5 mL of dimethylformamide was added 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]-pyrimidin-7(8H)-one (172 mg, .56 mmol) from Example 11. The mixture was heated at 50° C. for 1 hour resulting in a clear solution. Ethyl iodine (60 μL, 0.75 mmol) was added, and the solution was stirred at 50° C. for 3.5 hours, cooled to room temperature, and poured into 30 mL of ice water. The resulting precipitate was removed by filtration and partitioned between ethyl acetate and water. The organic layer was separated and dried over MgSO4, filtered, and concentrated in vacuo. Flash chromatography, eluting with ethyl acetate, provided 104 mg (55%) of 2-amino-6-(2,6-dichlorophenyl)-8-ethyl-pyrido[2,3-d]-pyrimidin-7(8H)-one, mp 207°-209° C.

출처