반응 #3545

반응 방정식

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

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

2,6-dichlorophenylacetonitrile

sodium hydride

→

title compound

수율 32.1%

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

수율 32.1%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타the reaction was quenched with water
2. 2
   추출extracted several times with dichloromethane
3. 3
   세척The combined dichloromethane layers were washed with saturated sodium chloride
4. 4
   건조dried with magnesium sulfate
5. 5
   농축concentrated in vacuo

실험 절차

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+.

출처