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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 556882Erstellt: 24. Oktober 2026

4,6-Dichloropyrimidine → 5-(6-Chloropyrimidin-4-ylamino)-3-methoxypyrazine-2-carbonitrile

https://huagongshe.com/de/reaction/556882

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4,6-DichloropyrimidineHCID 70943—
EduktLithium HexamethyldisilazideHCID 2733832—
Edukt2-(Di-tert-butylphosphino)biphenylHCID 2734215—
Edukt5-Amino-3-methoxypyrazine-2-carbonitrileHCID 59613384—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(6-Chloropyrimidin-4-ylamino)-3-methoxypyrazine-2-carbonitrileHCID 5961351728,1%

Reaktionsbedingungen

Temperatur135 °C

Reaktionsschritte

5-Amino-3-methoxypyrazine-2-carbonitrile (9.2 mg, 0.061 mmol), 4,6-dichioropyrimidine (10 mg, 0.067 mmol), lithium bis(trimethylsilyl)amide (1M, 75 uL, 0.075 mmol), Pd2(dba)3 (3.5 mg, 5.5% mol) and 2-(di-tert-butyl-phosphino)biphenyl (2 mg, 0.0067 mmol) were mixed in THF (0.5 mL). The reaction mixture was heated at 135° C. for 60 minutes using microwave irradiation. The crude product was purified by preparative thin layer chromatography, eluting with EtOAc/n-hexane (1/2), to give the title compound as an oil (4.5 mg, 28%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08058045B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-0b79adca44f747178bd0d71a28cf9618
Quellennotizuspto-grants-2011_11