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HRID 59152Erstellt: 23. Oktober 2026

Cesium carbonate → N4-Isopropyl-N2-(3-methoxy-4-(6-methylpyridazin-4-yl)phenyl)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidine-2,4-diamine

https://huagongshe.com/de/reaction/59152

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Edukt3-Methoxy-4-(6-methylpyridazin-4-yl)anilineHCID 66859066—
Edukt2-Chloro-N-isopropyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amineHCID 117821089—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktN4-Isopropyl-N2-(3-methoxy-4-(6-methylpyridazin-4-yl)phenyl)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidine-2,4-diamineHCID 8634480249,4%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A mixture of 2-chloro-N-isopropyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine (41 mg, 0.14 mmol), 3-methoxy-4-(6-methylpyridazin-4-yl)aniline (31 mg, 0.14 mmol), cesium carbonate (94 mg, 0.29 mmol), palladium(II) acetate (5 mg, 0.02 mmol) and 2-(dicyclohexyl-phosphino)biphenyl (8 mg, 0.02 mmol) in dioxane (2 mL) was heated under argon at 120° C. for 90 minutes in a microwave reactor. The mixture was filtered through a short silica gel plug which was washed with 10% solution of methanol in ethyl acetate. The eluate was concentrated in vacuum and the residue was purified by preparative HPLC to give the title compound 32 mg (48%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09439904B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-3d4291e07d3442a8aa6d07ea9fd6ff84
Quellennotizuspto-grants-2016_09