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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 241964Erstellt: 25. Oktober 2026

Sodium Carbonate → 3-(6-(1H-indazol-4-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridin-4-yl)-N-methylbenzamide

https://huagongshe.com/reaction/241964

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt3-(Methylcarbamoyl)benzeneboronic acidHCID 2773524—
Edukt1H-Pyrazolo[3,4-b]pyridine, 4-chloro-6-(1H-indazol-4-yl)-1-methyl-HCID 58083234—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
Produkt3-(6-(1H-indazol-4-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridin-4-yl)-N-methylbenzamideHCID 46220439—

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

4-Chloro-6-(1H-indazol-4-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridine 7 (80 mg, 0.28 mmol) and 3-(N-methylaminocarbonyl)phenyl boronic acid (1.4 equiv.) were suspended in 2 ml acetonitrile. Sodium carbonate (3 equiv., 92 mg) and bis(triphenylphosphine)palladium(II) chloride (0.05 equiv.) were added as a solution in water (0.5 ml). The reaction mixture was heated in microwave at 130° C. for 20 min. Water was added to the mixture, and the precipitated product was filtered and purified by column chromatography to yield 111. NMR (CDCl3): 3.11 (3H, d), 4.34 (3H, s), 6.25 (1H, br), 7.56 (1H, m), 7.63-7.70 (2H, m), 7.84 (1H, d), 7.87 (1H, s), 7.90 (1H, d), 8.00 (1H, d), 8.21 (1H, s), 8.27 (1H, s), 8.97 (1H, s). MS: MH+ 383.09 (100%)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08653098B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-110955a464a54657a7b2ffdcbb4ff3f1
Quellennotizuspto-grants-2014_02