Réaction #3272

Équation de réaction

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

1-Iodopropane

→

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

Rendement 68.0%

Solvants

dimethylformamide

Conditions de réaction

Traitement

1. 1
   Autreresulting in a clear solution
2. 2
   Températurecooled to room temperature
3. 3
   AutreThe resulting precipitate was removed by filtration
4. 4
   Lavagewashed with water
5. 5
   AutreThe residue was dried
6. 6
   Autrepurified by flash chromatography
7. 7
   Lavageeluting with 1:1 hexane

Mode opératoire

To a suspension of NaH (60% in mineral oil, 31 mg) in 6 mL of dimethylformamide was added 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one from Example 11 (205 mg, 0.67 mmol). The mixture was heated at 50° C. for 1 hour resulting in a clear solution. 1-Iodopropane (100 μL, 1.03 mmol) was added, and the solution was stirred at 50° C. for 10 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 residue was dried and purified by flash chromatography, eluting with 1:1 hexane:ethyl acetate to provide 159 mg (68%) of 2-amino-6-(2,6-dichlorophenyl)-8-propyl-8H-pyrido[2,3-d]pyrimidin-7-one; mp 196°-197° C.

Source