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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 598083Erstellt: 24. Oktober 2026

Water → 5-(2,4-Dimethylphenyl)-3-methyl-2-(methylthio)pyrimidin-4(3H)-one

https://huagongshe.com/de/reaction/598083

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Edukt5-Bromo-3-methyl-2-(methylthio)pyrimidin-4(3H)-oneHCID 3264666—
Edukt(2,4-Dimethylphenyl)boronic acidHCID 4198739—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthyl AcetateHCID 8857—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-(2,4-Dimethylphenyl)-3-methyl-2-(methylthio)pyrimidin-4(3H)-oneHCID 5893856286%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture containing 0.2 g (0.84 mmol) of 5-bromo-3-methyl-2-(methylthio)pyrimidin-4(3H)-one, 0.19 g (1.3 mmol) of 2,4-dimethylphenyl boronic acid, 0.35 g (2.5 mmol) of potassium carbonate, 0.15 ml (8.4 mmol) of water, and 0.25 g (0.21 mmol) of tetrakis(triphenylphosphine)palladium(0) in 10 ml of dioxane was heated to 90° C. under a nitrogen atmosphere overnight. The reaction was cooled to room temperature, diluted with ethyl acetate and washed with saturated sodium bicarbonate. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent and purification of the residue via biotage eluting with 30% ethyl acetate/hexanes gave 0.18 g (86%) of product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07897607B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-09b6f055567547c3b2024293cd61e501
Quellennotizuspto-grants-2011_03