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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1257838Erstellt: 25. Oktober 2026

Sodium Carbonate → 5-[4-(2-Oxo-2-pyrrolidin-1-ylethoxy)phenyl]pyrimidin-2-amine

https://huagongshe.com/reaction/1257838

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt1-[(4-Bromophenoxy)acetyl]pyrrolidineHCID 787679—
Edukt2-Aminopyrimidine-5-boronic acid, pinacol esterHCID 17750212—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-[4-(2-Oxo-2-pyrrolidin-1-ylethoxy)phenyl]pyrimidin-2-amineHCID 67223366—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

Sodium carbonate (0.318 g, 3.0 mmol) in water (2.0 mL) was added to a mixture of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (0.221 g, 1.0 mmol), 1-[(4-bromophenoxy)acetyl]pyrrolidine (0.341 g, 1.2 mmol) and tetrakis(triphenylphosphine)palladium (35 mg, 0.03 mmol) in ethanol (1.5 mL) and toluene (1.5 mL). The resulting mixture was heated at 120° C. for 3 h. The mixture was diluted with EtOAc and washed with water and brine. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue (0.29 g) was directly used in next step without further purification. LCMS: (M+H)=299.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08461330B2
Quelldatensatzuspto-grants-2013_06
ORD IDord-3b611d1a6d0d4d738a3a0276fd1b433c
Quellennotizuspto-grants-2013_06