Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 577316Erstellt: 25. Oktober 2026

M-Cresol → 2-[6-(3-Methylphenoxy)-pyrimidin-4-yl]amino-6-aminopyridine

https://huagongshe.com/reaction/577316

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktM-CresolHCID 342—
EduktPotassium CarbonateHCID 11430—
EduktN2-(6-chloropyrimidin-4-yl)pyridine-2,6-diamineHCID 57708264—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-[6-(3-Methylphenoxy)-pyrimidin-4-yl]amino-6-aminopyridineHCID 5770835375,8%

Reaktionsbedingungen

Temperatur145 °C

Reaktionsschritte

To a solution of N2-(6-chloropyrimidin-4-yl)pyridine-2,6-diamine (100 mg, 0.45 mmol) in DMF (1 mL) was added 3-methylphenol (88 mg, 0.8 mmol) and anhydrous K2CO3 (93 mg, 0.6 mmol). The reaction mixture was heated at 145° C. for 16 h. It was then cooled and DMF was removed under reduced pressure to get a yellow gummy residue. The residue was taken in EtOAc (20 mL) and washed with water (5 mL), brine (5 mL) and dried over Na2SO4. Filtration followed by concentration under reduced pressure afforded a yellow gum which was further purified by column chromatography (SiO2, 60-120, EtOAc/hexane, 5/5) to give N2-(6-(3-methylphenoxy)pyrimidin-4-yl)pyridine-2,6-diamine (IR-12) (100 mg, 75%) as a pale yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09040541B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-0fbfccb2754b4911b1fa8aa22c504098
Quellennotizuspto-grants-2015_05