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

HRID 1835230

Reaktionsgleichung

Reaktionsgleichung von HRID 1835230
[H-].[Na+].[C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][N:6]=1)#[N:4].[CH3:14]I>CN(C)C=O>[C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]([CH3:14])[N:6]=1)#[N:4]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 4375561H-Indazole-3-carbonitrile

Produkt 1

HCID 2847001-Methyl-1h-indazole-3-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

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).

Aufarbeitung

  1. stirringstirring
  2. waitwas continued for 1 hour
  3. filtrationThe precipitated solid was filtered
  4. washthen washed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-7dcfd0e408464ed79daa7c1fc7f65310
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06770643B2

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