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HRID 644935Erstellt: 24. Oktober 2026

Piperidine → 7-Amino-5-phenyl-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrile

https://huagongshe.com/de/reaction/644935

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperidineHCID 8082—
EduktMalononitrile, benzylidene-HCID 17608—
Edukt2-(1H-Pyrazol-3-yl)acetonitrileHCID 178510848—
LösungsmittelEthanolHCID 702—
Produkt7-Amino-5-phenyl-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrileHCID 5926379214,3%

Reaktionsschritte

To a stirred solution of (1H-Pyrazol-3-yl)-acetonitrile (100 mg, 0.93 mM) from Step C of Preparative Example 3, in absolute EtOH (4.7 mL) at 25° C. was added benzylidene malononitrile (144 mg, 0.93 mM) and piperidine (0.009 mL, 0.09 mM). The mixture then refluxed for 1.0 hr. The solvent evaporated. Chromatography on silica gel (60×2.5 cm) with CH2Cl2 afforded 7-Amino-5-phenyl-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrile (34.6 mg, 14%) LCMS: MH+=260; HRMS: m/z 260.0938 (MH+), Calcd. C15H9N5: m/z 260.0936; δC (DMSO) CH: 99.0, 128.5, 128.5, 128.8, 128.8, 129.8, 145.4; C: 75.4, 86.9, 115.5, 116.0, 134.8, 138.9, 148.1, 149.4.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07700773B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-6c629b1585404d61bdac8bd3a84049a5
Quellennotizuspto-grants-2010_04