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HRID 408554Erstellt: 24. Oktober 2026

Piperidine → 4-(1H-Indazol-5-yl)-2-methyl-5-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carbonitrile

https://huagongshe.com/de/reaction/408554

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperidineHCID 8082—
Edukt3-Amino-2-butenenitrileHCID 70699—
Edukt1,3-CyclopentanedioneHCID 77466—
Edukt1H-Indazole-5-carboxaldehydeHCID 21250644—
LösungsmittelEthanolHCID 702—
Produkt4-(1H-Indazol-5-yl)-2-methyl-5-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carbonitrileHCID 46911319—

Reaktionsschritte

100 mg (1.026 mmol) cyclopentane-1,3-dione, 150 mg (1.026 mmol) 1H-indazole-5-carbaldehyde and piperidine (0.1 ml) in ethanol (8 ml) were heated to reflux for 4 h. The mixture was then evaporated to dryness, the remaining solid was dissolved in acetic acid (8 ml), and 84 mg (1.026 mmol) 3-aminobut-2-enenitrile were added. The solution was heated to reflux for 2 h. After cooling, the mixture was evaporated to dryness again, and the remaining solid was purified by preparative RP-HPLC (acetonitrile/water gradient) to yield 40 mg (13% of th.) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08759341B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-85102133bed04a03b8ccf8bcb8679c11
Quellennotizuspto-grants-2014_06