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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 28569Erstellt: 23. Oktober 2026

Sodium Carbonate → 4-Chloro-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-2-ylamine

https://huagongshe.com/de/reaction/28569

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
Edukt2-Amino-4,6-dichloropyrimidineHCID 65522—
Edukt5-Chloro-2-ethoxyphenylboronic acidHCID 3700836—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelAcetoneHCID 180—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt4-Chloro-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-2-ylamineHCID 8600432573,3%

Reaktionsschritte

To a mixture of 4,6-dichloro-pyrimidin-2-ylamine (0.50 g, 3.0 mmol), 5-chloro-2-ethoxy-phenyl boronic acid (0.61 g, 3.0 mmol), palladium (II) acetate (0.10 g, 0.46 mmol), and triphenylphosphine (0.24 g, 0.91 mmol) was added a solution of sodium carbonate (1.6 g, 15.2 mmol) in water (5 ml) followed by glyme (20 ml). The mixture was stirred under an argon atmosphere at room temperature for 3.5 hours. Acetone (20 ml) was added and the mixture was filtered through a pad of celite under suction. The filtrated was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel eluting with 15% ethyl acetate-hexane followed by 20% ethyl acetate-hexane to provide 4-chloro-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-2-ylamine (0.625 g, 73% yield) as a white powder.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07419984B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-582a73f2ba0f47c68b8c414e243374b1
Quellennotizuspto-grants-2008_09