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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1356091Erstellt: 26. Oktober 2026

Pyrazole → 2-Amino-4-methylsulfanyl-6-pyrazol-1-yl-pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/1356091

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyrazoleHCID 1048—
EduktPotassium hydrideHCID 82127—
Edukt2-Amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrileHCID 18753230—
LösungsmittelDiglymeHCID 8150—
Produkt2-Amino-4-methylsulfanyl-6-pyrazol-1-yl-pyrimidine-5-carbonitrileHCID 1850752427,4%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a stirred solution of 500 mg (7.34 mmol) pyrazole in 15 ml diglyme at room temperature under argon was added 0.90 ml (7.34 mmol) potassium hydride (35% dispersion in oil) and the reaction mixture heated at 60° C. for 2 hours. 1.50 g (6.12 mmol) 2-amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrile was then added and the reaction mixture heated at 60° C. for 16 h, then cooled to room temperature, 2 g of kieselgel added, and the mixture concentrated in vacuo. Flash chromatography (ethyl acetate/hexane 1/3) afforded 390 mg (27%) 2-amino-4-methylsulfanyl-6-pyrazol-1-yl-pyrimidine-5-carbonitrile as a white crystalline solid. EI-MS m/e (%): 232 (M+, 61), 231 ([M—H]+, 100).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06586441B2
Quelldatensatzuspto-grants-2003_07
ORD IDord-566ca670243e4903a470ff475487d0f6
Quellennotizuspto-grants-2003_07