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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 74469Erstellt: 23. Oktober 2026

Sodium Bicarbonate → HCID 178488449, Verbindung

https://huagongshe.com/de/reaction/74469

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium BicarbonateHCID 516892—
Edukt(6-Methoxypyridin-3-yl)boronic acidHCID 2734368—
EduktHCID 178427384HCID 178427384—
KatalysatorHCID 178418476HCID 178418476—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktHCID 178488449HCID 178488449—

Reaktionsschritte

A mixture of dioxane (0.6 ml), [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-[5-bromo-1-(toluene-4-sulfonyl)-1H-indol-2-yl]-methanone (60 mg, 0.102 mmol), dichlorobis(triphenylphosphine)palladium (II) (14 mg, 0.020 mmol), 2-methoxy-5-pyridine boronic acid (39 mg, 0.255 mmol), and an aqueous solution of 2 M sodium bicarbonate (0.255 mL, 0.51 mmol) was stirred at 140° C. for six minutes in a microwave reactor. The reaction mixture was filtered through Celite, and washed with ethyl acetate and then with methanol. The filtrate was dried over anhydrous sodium sulfate. The desiccant was removed by filtration and concentration was performed. The residue obtained was purified by amino gel chromatography (dichloromethane/methanol=99/1 to 92/8). Thus, [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-[5-(6-methoxy-pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-indol-2-yl]-methanone was obtained as a pale yellow solid (54 mg, 85%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829199B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-f6343928bf434b048c1223c3a9eaff2e
Quellennotizuspto-grants-2014_09