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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 655324Erstellt: 23. Oktober 2026

Triphenylphosphine → 5-methyl-3-[3-(5-methylpyrimidin-2-yl)benzyl]-3H-benzoxazol-2-one

https://huagongshe.com/de/reaction/655324

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Edukt5-Methyloxazolo[4,5-b]pyridin-2(3H)-oneHCID 10012075—
Edukt[3-(5-Methylpyrimidin-2-yl)phenyl]methanolHCID 59484945—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-methyl-3-[3-(5-methylpyrimidin-2-yl)benzyl]-3H-benzoxazol-2-oneHCID 25125095—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

112 mg (0.75 mmol) of 5-methyl-3H-oxazolo[4,5-b]pyridin-2-one, 180 mg (0.90 mmol) of [3-(5-methylpyrimidin-2-yl)phenyl]methanol and 238 mg (0.90 mmol) of triphenylphosphine are suspended in 5 ml of THF, and the mixture is stirred for 30 min. The mixture is subsequently cooled to 0° C., and 186 μl (0.90 mmol) of diisopropyl azodicarboxylate are added. The reaction mixture is stirred at room temperature for 2 h. The reaction mixture is diluted with 20 ml of dichloromethane, washed with 2×20 ml of water, dried over sodium sulfate and evaporated. The residue is purified by column chromatography on silica gel; yield: 101 mg of “A45”; ESI: 332 (M+H); Rt=4.91 min (method C);

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08071593B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-4e4fbdd9c9a34a518667459884621da4
Quellennotizuspto-grants-2011_12