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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 272015Erstellt: 25. Oktober 2026

Dichloromethane → N,N-dimethyl-3-(5-(3-(morpholine-4-carbonyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)benzamide

https://huagongshe.com/reaction/272015

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktSodium CarbonateHCID 10340—
Edukt3-(Dimethylcarbamoyl)benzeneboronic acidHCID 2773392—
Edukt(3-(3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)phenyl)(morpholino)methanoneHCID 59836119—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
ProduktN,N-dimethyl-3-(5-(3-(morpholine-4-carbonyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)benzamideHCID 59836180—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of (3-(3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)phenyl)(morpholino)methanone (50 mg, 0.089 mmol), 3-(dimethylcarbamoyl)phenylboronic acid (34 mg, 0.177 mmol), [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (3.6 mg, 0.0045 mmol) and sodium carbonate (2M aqueous solution, 0.134 mL, 0.267 mmol) in acetonitrile (1 mL) was heated in a Personal microwave at 90° C. for 30 min. The resulting mixture was diluted with water and extracted with ethyl acetate. The organic layers were combined, dried over sodium sulfate, filtered and concentrated to dryness. Silica gel chromatography purification of the crude product afford N,N-dimethyl-3-(5-(3-(morpholine-4-carbonyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo [3,4-b]pyridin-3-yl)benzamide as a clear oil. MS: m/z 586.2 [M+H+].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07452993B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-711a5048506d4f88a863ab9d57d18cce
Quellennotizuspto-grants-2008_11