Реакция #3545

Уравнение реакции

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

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

2,6-dichlorophenylacetonitrile

sodium hydride

→

title compound

Выход 32.1%

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

Выход 32.1%

Растворители

dimethylformamide

Условия реакции

Обработка

1. 1
   Другоеthe reaction was quenched with water
2. 2
   Экстракцияextracted several times with dichloromethane
3. 3
   ПромывкаThe combined dichloromethane layers were washed with saturated sodium chloride
4. 4
   Сушкаdried with magnesium sulfate
5. 5
   Концентрированиеconcentrated in vacuo

Методика

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+.

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