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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1765611Erstellt: 25. Oktober 2026

Methyl iodide → 1-Methyl-1h-indazole-3-carbonitrile

https://huagongshe.com/reaction/1765611

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktSodium hydrideHCID 24758—
Edukt1H-Indazole-3-carbonitrileHCID 437556—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Methyl-1h-indazole-3-carbonitrileHCID 284700—

Reaktionsschritte

Sodium hydride (0.37 g, 60% dispersion in mineral oil) was added to a solution of 3-cyano-1H-indazole (1.20 g, Reference Example 57) in dry dimethylformamide (30 mL) under a nitrogen atmosphere at ambient temperature. The mixture was allowed to stir for 1 hour then treated with methyl iodide (0.85 mL) and stirring was continued for 1 hour. The reaction mixture was then poured into ice-water (15 mL). The precipitated solid was filtered then washed with water and then dried to give the title compound (0.80 g) as a beige solid, m.p. 73° C. 1H NMR [(CD3)2SO]: δ 7.91 (m, 2H); 7.60 (t, 1H); 7.42 (t, 1H); 4.21 (s, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07227020B2
Quelldatensatzuspto-grants-2007_06
ORD IDord-d272b6ea9d524577a451a84581315645
Quellennotizuspto-grants-2007_06