Methyl iodide → 2-Methyl-2H-indazole-7-carbonitrile

HRID 595133Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 595133
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[C:10]#[N:11])[CH:3]=[N:2]1.[C:12]([O-])([O-])=O.[Cs+].[Cs+].CI>C(#N)C>[CH3:12][N:2]1[CH:3]=[C:4]2[C:9]([C:8]([C:10]#[N:11])=[CH:7][CH:6]=[CH:5]2)=[N:1]1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 250226851H-Indazole-7-carbonitrile

Produkt 1

HCID 441192602-Methyl-2H-indazole-7-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 1H-indazole-7-carbonitrile (1 equiv.) in acetonitrile, Cs2CO3 (1.3 equiv.) and MeI (3 equiv.) was added and reaction was heated at 80° C. for 1.5 h. On completion, it was cooled and quenched by addition of water. Extraction was carried out using ethyl acetate. Organic layer was dried over Na2SO4 and crude compound was column purified to afford the title compound. (Polar isomer confirmed as N-2-Methyl and non-polar isomer confirmed as N-1-Methyl by NOE experimentation).

Aufarbeitung

  1. customreaction
  2. temperatureOn completion, it was cooled
  3. customquenched by addition of water
  4. extractionExtraction
  5. dry with materialOrganic layer was dried over Na2SO4 and crude compound
  6. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-3de23e96bde142beabdf0fff4757cd0c
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09243001B2

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