Reaktion #81900

Reaktionsgleichung

NaH

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

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

methyl iodide

→

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

Ausbeute 49.1%

Lösungsmittel

dimethylformamide

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeformed
2. 2
   TemperaturIt was then cooled to 50° C.
3. 3
   TemperaturThe reaction mixture was warmed
4. 4
   TemperaturUpon cooling to room temperature
5. 5
   FiltrationThe insoluble white product was filtered
6. 6
   Waschenwashed with water
7. 7
   Sonstigerecrystallized from ethanol

Vorschrift

To a mixture of 2-amino-6-(2,6-dichlorophenyl)pyrido[2,3-d]pyrimidin-7-ol (3.7 g) from Example 11 in dimethylformamide was added NaH (50% suspension in mineral oil, 0.64 g). The resulting slurry was heated at 65° C. for 0.5 hour until a solution formed. It was then cooled to 50° C. and a solution of methyl iodide (2.0 g) in dimethylformamide (10 mL) was added dropwise to the reaction. The reaction mixture was warmed and kept between 60° C.-80° C. for 3 hours. Upon cooling to room temperature, the reaction mixture was poured into ice water. The insoluble white product was filtered, washed with water, and recrystallized from ethanol using charcoal to give 1.9 g of 2-amino-6-(2,6-dichlorophenyl)-8-methyl-pyrido[2,3 -d]pyrimidin-7(8H)-one, mp 235°-237° C.

Quelle