Reacción #3545

Ecuación de reacción

4-amino-2-methylsulfanyl-pyrimidine-5-carbaldehyde

4-Amino-2-methylsulfanyl-pyrimidine-5-carboxaldehyde

2,6-dichlorophenylacetonitrile

sodium hydride

→

title compound

Rendimiento 32.1%

6-(2,6-Dichlorophenyl)-2-methylsulfanyl-pyrido-[2,3-d]pyrimidin-7-ylamine

Rendimiento 32.1%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe reaction was quenched with water
2. 2
   Extracciónextracted several times with dichloromethane
3. 3
   LavadoThe combined dichloromethane layers were washed with saturated sodium chloride
4. 4
   Secadodried with magnesium sulfate
5. 5
   Concentraciónconcentrated in vacuo

Procedimiento

Into a solution of 2,6-dichlorophenylacetonitrile (0.55 g) in dimethylformamide (5 mL) was added one equivalent of 60% sodium hydride suspension (0.12 g). After 10 minutes, 4-amino-2-methylsulfanyl-pyrimidine-5-carbaldehyde (0.50 g) obtained from Example 76 was added. After stirring overnight at room temperature, the reaction was quenched with water. The aqueous solution was acidified with 1N hydrochloric acid to a pH of 7 and extracted several times with dichloromethane. The combined dichloromethane layers were washed with saturated sodium chloride, dried with magnesium sulfate, and concentrated in vacuo. Chromatography of this residue down silica gel with ethyl acetate:hexane (2:1) gave 0.32 g of the title compound, CIMS (1% NH3 in CH4): 365=M+ +C2H5, 337=M+ +H (Base), 336=M+.

Fuente