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HRID 3449Erstellt: 23. Oktober 2026

Sodium hydride → 6-(2,6-Dichlorophenyl)-2-(methylthio)pyrido[2,3-d]pyrimidin-7-amine

https://huagongshe.com/de/reaction/3449

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt(2,6-Dichlorophenyl)acetonitrileHCID 76678—
Edukt4-Amino-2-(methylsulfanyl)pyrimidine-5-carbaldehydeHCID 295769—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-(2,6-Dichlorophenyl)-2-(methylthio)pyrido[2,3-d]pyrimidin-7-amineHCID 2185001732,1%

Reaktionsschritte

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+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05733913
Quelldatensatzuspto-grants-1998_03
ORD IDord-e715d98ba3a64d67bf7124f153c54da7
Quellennotizuspto-grants-1998_03