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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 655338Erstellt: 24. Oktober 2026

Triphenylphosphine → 5-methyl-3-{3-[5-(4-methylpiperazin-1-yl)pyrimidin-2-yl]benzyl}-3H-oxazolo[4,5-b]pyridin-2-one

https://huagongshe.com/de/reaction/655338

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktDi-tert-butyl azodicarboxylateHCID 97268—
Edukt5-Methyloxazolo[4,5-b]pyridin-2(3H)-oneHCID 10012075—
Edukt{3-[5-(4-Methylpiperazin-1-yl)pyrimidin-2-yl]phenyl}methanolHCID 59484860—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-methyl-3-{3-[5-(4-methylpiperazin-1-yl)pyrimidin-2-yl]benzyl}-3H-oxazolo[4,5-b]pyridin-2-oneHCID 58486104—

Reaktionsschritte

67 mg (0.44 mmol) of 5-methyl-3H-oxazolo[4,5-b]pyridin-2-one and 125 mg (0.44 mmol) of {3-[5-(4-methylpiperazin-1-yl)pyrimidin-2-yl]phenyl}methanol are suspended in 5 ml of DMF with 222 mg (0.67 mmol) of polymer-bound triphenylphosphine (about 3 mmol of triphenylphosphine per g), and the mixture is shaken at room temperature for 30 min. 156 mg (0.67 mmol) of di-tert-butyl azodicarboxylate are added. The reaction mixture is shaken at room temperature for 15 h. The reaction mixture is filtered, the residue is evaporated, and the residue is purified by column chromatography on silica gel, giving 67 mg of “A125”; HPLC: Rt=2.26 min (method B); ESI: 418 (M+H);

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08071593B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-51384a395767447e990e66c19e294b6d
Quellennotizuspto-grants-2011_12