Reaktion #1881060

Reaktionsgleichung

product

4-Ethylamino-2-methylsulfanyl-pyrimidine-5-carboxaldehyde

4-ethylamino-2-methylsulfanyl-pyrimidine-5-carboxaldehyde

3,5-dimethoxyphenylacetonitrile

K2CO3

→

titled compound

Ausbeute 76.0%

6-(3,5-Dimethoxy-phenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine

Ausbeute 76.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was heated overnight at 105–110° C.
2. 2
   Filtrationfiltered hot
3. 3
   WaschenThe insoluble salts were washed with DMF (100 mL), and water
4. 4
   workup.ADDITIONwas added to the warm filtrate until the solution just turned turbid
5. 5
   FiltrationThe product was collected by filtration
6. 6
   Waschenwashed with 100 mL DMF/H2O (25:75)
7. 7
   Waschenwashed with water
8. 8
   Sonstigedried in vacuo

Vorschrift

To a solution of the product of Example 3, 4-ethylamino-2-methylsulfanyl-pyrimidine-5-carboxaldehyde (37.0 g, 0.19 mol) and 3,5-dimethoxyphenylacetonitrile (37.0 g, 0.21 mol) in DMF (300 mL) was added portionwise anhydrous K2CO3 (130 g) with stirring. The reaction mixture was heated overnight at 105–110° C. and filtered hot. The insoluble salts were washed with DMF (100 mL), and water was added to the warm filtrate until the solution just turned turbid. Crystals developed upon seeding or inducement (scratching with a glass rod). The product was collected by filtration, washed with 100 mL DMF/H2O (25:75), washed with water, and dried in vacuo to afford 50.5 g (76%) of the titled compound. mp 93–95° C.

Quelle