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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 28568Erstellt: 23. Oktober 2026

Sodium Carbonate → 5-Bromo-4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2ylamine

https://huagongshe.com/de/reaction/28568

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
Edukt5-Bromo-4,6-dichloropyrimidin-2-amineHCID 618288—
Edukt5-Chloro-2-methoxyphenylboronic acidHCID 2735751—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt5-Bromo-4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2ylamineHCID 8600432823%

Reaktionsschritte

To a mixture of 2-amino-4,6-dichloro-5-bromo-pyrimidine (1.22 g, 5.0 mmol), 5-chloro-2-methoxy-phenyl boronic acid (1.03 g, 5.5 mmol), palladium (II) acetate (0.17 g, 0.75 mmol) and triphenylphosphine (0.393 g, 1.5 mmol) was added a solution of sodium carbonate (3.18 g, 30 mmol) in water (20 ml) followed by glyme (100 ml). The mixture was stirred under an argon atmosphere at room temperature for 72 hours. Filtration and concentration of the filtrate yielded a residue which was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:3) to provide 5-bromo-4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2ylamine (0.40 g, 23% yield) as a beige powder.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07419984B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-c86dbcde57e04b758ca154d53436c453
Quellennotizuspto-grants-2008_09