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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 82651Erstellt: 26. Oktober 2026

6-chloro-N-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}-5-nitropyrimidin-4-amine → N4-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}pyrimidine-4,5-diamine

https://huagongshe.com/reaction/82651

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt6-chloro-N-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}-5-nitropyrimidin-4-amineHCID 58577671—
KatalysatorPalladiumHCID 23938—
LösungsmittelMethanolHCID 887—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN4-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}pyrimidine-4,5-diamineHCID 5857732539,8%

Reaktionsschritte

A mixture of 6-chloro-N-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}-5-nitropyrimidin-4-amine (240 mg) and 10% palladium on carbon (160 mg) in MeOH (10 mL) and THF (10 mL) was hydrogenated under balloon pressure at room temperature overnight. To the mixture was added TEA (0.50 mL). The catalyst was removed by filtration and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 0%-5% MeOH in AcOEt) to give N4-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}pyrimidine-4,5-diamine (80 mg) as a colorless solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846713B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-6fbeaca5d6f84c4382fbc1401bbf4c03
Quellennotizuspto-grants-2014_09