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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78645Erstellt: 23. Oktober 2026

Triphenylphosphine dibromide → Tert-butyl 4-(5-(3-amino-6-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)-1,3,4-oxadiazol-2-yl)benzylcarbamate

https://huagongshe.com/de/reaction/78645

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphine dibromideHCID 70579—
EduktDiisopropylethylamineHCID 81531—
EduktTert-butyl 4-(2-(3-amino-6-(4-(isopropylsulfonyl)phenyl)pyrazine-2-carbonyl)hydrazinecarbonyl)benzylcarbamateHCID 59471855—
LösungsmittelAcetonitrileHCID 6342—
ProduktTert-butyl 4-(5-(3-amino-6-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)-1,3,4-oxadiazol-2-yl)benzylcarbamateHCID 5947191135,4%

Reaktionsschritte

A mixture of tert-butyl 4-(2-(3-amino-6-(4-(isopropylsulfonyl)phenyl)pyrazine-2-carbonyl)hydrazinecarbonyl)benzylcarbamate (136 mg, 0.24 mmol) and DIPEA (109.8 mg, 148.0 μL, 0.8499 mmol) in acetonitrile (3.000 mL) at 0° C. was treated portionwise with dibromo(triphenyl)phosphorane (143.5 mg, 0.3400 mmol) and the resulting mixture stirred at room temperature for 48 h. The mixture was concentrated in vacuo and pre-absorbed onto silica gel and purified by column chromatography on silica gel eluting with 50% EtOAc/CH2Cl2 to give the product (46.8 mg, 30% yield);

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841308B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-0abc6b7c7ad94ca686c465e030e33588
Quellennotizuspto-grants-2014_09