Réaction #3273

Équation de réaction

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

NaH

1-Iodobutane

→

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

Rendement 64.0%

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 a gradient of 1:1 hexane

Mode opératoire

To a suspension of NaH (60% in mineral oil, 34 mg) in 6 mL of dimethylformamide was added 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one (202 mg, 0.66 mmol). The mixture was heated to 50° C., resulting in a clear solution. 1-Iodobutane (105 μL, 0.92 mmol) was added, and the solution was stirred at 50° C. for 30 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 a gradient of 1:1 hexane:ethyl acetate to all ethyl acetate to provide 152 mg (64%) of 2-amino-8-butyl-6-(2,6-dichlorophenyl)-8H-pyrido[2,3-d]pyrimidin-7-one; mp 202°-205° C.

Source