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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 28566Erstellt: 23. Oktober 2026

Sodium Carbonate → 2-Amino-4-chloro-6-(5-chloro-2-methoxyphenyl)-5-methyl-pyrimidine

https://huagongshe.com/de/reaction/28566

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
Edukt2-Amino-4,6-dichloro-5-methylpyrimidineHCID 246751—
Edukt5-Chloro-2-methoxyphenylboronic acidHCID 2735751—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt2-Amino-4-chloro-6-(5-chloro-2-methoxyphenyl)-5-methyl-pyrimidineHCID 8600432621,1%

Reaktionsschritte

To a mixture of 2-amino-4,6-dichloro-5-methyl-pyrimidine (0.18 g, 1.0 mmol), 5-chloro-2-methoxy-phenyl boronic acid (0.19 g, 1.0 mmol), palladium (II) acetate (0.034 g, 0.15 mmol) and triphenylphosphine (0.079 g, 0.30 mmol) was added a solution of sodium carbonate (0.64 g, 6.0 mmol) in water (5 ml) followed by glyme (20 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 2-amino-4-chloro-6-(5-chloro-2-methoxyphenyl)-5-methyl-pyrimidine (0.06 g, 21% yield) as a white powder.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07419984B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-1aa52f72aeb3402696cb72c3bb6ee3a3
Quellennotizuspto-grants-2008_09