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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79402Erstellt: 23. Oktober 2026

3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole → 3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazole-4-amine

https://huagongshe.com/de/reaction/79402

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazoleHCID 67260809—
KatalysatorPalladiumHCID 23938—
LösungsmittelTolueneHCID 1140—
Produkt3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazole-4-amineHCID 6725927279,5%

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

3-Cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole (17.0 g, 55.1 mmol) and 10% Pd/C (1.2 g, 0.6 mmol) were added to toluene (170 mL) in an autoclave. The solution was stirred under 40 psi of H2 at 75° C. for 18 hours. The catalyst was removed by filtration through Celite® and the filter cake was rinsed with toluene (34 mL). The filtrate was concentrated to about 35 mL and heptane (85 mL) was added to the filtrate to precipitate the product which was collected by vacuum filtration and dried under vacuum for 18 hours to afford 3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-amine (12.2 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841455B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-8b1baa9a4c414152956b97c6f6e31739
Quellennotizuspto-grants-2014_09