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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 879645Erstellt: 24. Oktober 2026

Lithium Chloride → 5-(5-bromo-2-methylpyridin-3-yl)-1-methyl-1H-pyrazolo[4,3-b]pyridine

https://huagongshe.com/de/reaction/879645

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium ChlorideHCID 433294—
Edukt3,5-Dibromo-2-methylpyridineHCID 619705—
Edukt1-methyl-5-(tributylstannyl)-1H-pyrazolo[4,3-b]pyridineHCID 86700155—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-(5-bromo-2-methylpyridin-3-yl)-1-methyl-1H-pyrazolo[4,3-b]pyridineHCID 86700455—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a solution of 3,5-dibromo-2-methylpyridine (320 mg, 1.28 mmol) in dioxane (10 mL), was added 1-methyl-5-(tributylstannyl)-1H-pyrazolo[4,3-b]pyridine (540 mg, 1.28 mmol), CuI (73 mg, 0.38 mmol), LiCl (271 mg, 6.4 mmol) and Pd(PPh3)4 (147 mg, 0.12 mmol). The reaction mixture was heated at 100° C. for 2 h. The reaction was cooled down, washed by sat. NaHCO3, extracted by EtOAc, dried over MgSO4, filtered, concentrated down and purified by silica gel column, eluting by 0-100% EtOAc in hexanes give the product. LCMS-ESI+: calc'd for C13H11BrN4: 303.0 (M+H+); Found: 303.2 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08987250B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-8e01976eaffd47d09812a762b433d697
Quellennotizuspto-grants-2015_03