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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 541954Erstellt: 25. Oktober 2026

Diisopropylethylamine → tert-Butyl {3-[(2-morpholin-4-yl-5-nitrophenyl)ethynyl]phenyl}carbamate

https://huagongshe.com/reaction/541954

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt4-(2-Bromo-4-nitrophenyl)morpholineHCID 2765887—
Edukttert-Butyl 3-ethynylphenylcarbamateHCID 11275982—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkttert-Butyl {3-[(2-morpholin-4-yl-5-nitrophenyl)ethynyl]phenyl}carbamateHCID 5796272870%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A solution of 4-(2-bromo-4-nitrophenyl)morpholine (0.27 g, 0.95 mmol), tert-butyl (3-ethynylphenyl)carbamate, and bis(triphenylphosphine)palladium(II) chloride (67 mg, 95 μmol) in N,N-dimethylformamide (4.4 mL) was treated with N,N-diisopropylethylamine (0.21 mL, 1.2 mmol) and stirred at 80° C. for 16 h. The reaction mixture was diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, filtered, and evaporated to give a crude residue. This material was purified by flash column chromatography to give the desired product (0.28 g, 70%) as a solid. LCMS for C23H26N3O5 (M+H)+: m/z=424.0.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08871753B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-7108b44f371d48c2bcf50b01928421d7
Quellennotizuspto-grants-2014_10