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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 598887Erstellt: 25. Oktober 2026

Sodium Carbonate → tert-Butyl(S)-1-(4-chlorophenyl)-4-(4-(2-oxo-2,3-dihydrobenzo[d]oxazol-6-yl)-1H-pyrazol-1-yl)butan-2-ylcarbamate

https://huagongshe.com/reaction/598887

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-(Dicyclohexylphosphino)-2'-methylbiphenylHCID 2734938—
Edukt6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazol-2(3H)-oneHCID 57950637—
Edukt(S)-tert-Butyl 4-(4-bromo-1H-pyrazol-1-yl)-1-(4-chlorophenyl)butan-2-ylcarbamateHCID 57950651—
Katalysator(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
LösungsmittelSodium BicarbonateHCID 516892—
LösungsmittelDimethoxyethane ethanol waterHCID 86587095—
Produkttert-Butyl(S)-1-(4-chlorophenyl)-4-(4-(2-oxo-2,3-dihydrobenzo[d]oxazol-6-yl)-1H-pyrazol-1-yl)butan-2-ylcarbamateHCID 68373025—

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

A mixture of (S)-tert-butyl 4-(4-bromo-1H-pyrazol-1-yl)-1-(4-chlorophenyl)butan-2-ylcarbamate (200 mg, 0.47 mmol), 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazol-2(3H)-one (183 mg, 0.70 mmol), sodium carbonate (148 mg, 1.40 mmol), 2-(dicyclohexylphosphino)-2′-methylbiphenyl (34.0 mg, 0.09 mmol), and bis(dibenzylideneacetone)palladium(0) (42.7 mg, 0.05 mmol) in DME:EtOH:H2O (7:2:3, 4 mL) was heated at 130° C. for 15 minutes in a Biotage Initiators microwave. After cooling to room temperature, the mixture was diluted with saturated aqueous NaHCO3 and extracted with DCM (3×). The combined organic layers were dried over Na2SO4, filtered and concentrated. The material thus obtained was used without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07897619B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-0c5b5cb5643b453bacc6f0195b49577b
Quellennotizuspto-grants-2011_03