Reaktion #333777

Reaktionsgleichung

3-iodo-1H-indazole-6-carbonitrile

t-BuOK

iodomethane

→

3-Iodo-1-methyl-1H-indazole-6-carbonitrile

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise at 0° C. under ice-water bath
2. 2
   Sonstigewere formed
3. 3
   SonstigeThe excess solvent was removed under reduced pressure
4. 4
   workup.DISSOLUTIONthe residue was dissolved in EtOAc (100 mL)
5. 5
   Waschenwashed with brine (2×10 mL)
6. 6
   Trocknenthe combined organics were dried over Na2SO4
7. 7
   SonstigeAfter removal
8. 8
   Sonstigeof drying
9. 9
   Einengenagent and concentration
10. 10
    Sonstigethe crude mixture (1.6 g) was used in the next step without further purification

Vorschrift

To a suspension of 3-iodo-1H-indazole-6-carbonitrile (2.0 g, 7.43 mmol), t-BuOK (1.2 g, 10.4 mmol) in THF (50 mL), iodomethane (1.2 g, 10.4 mmol) in THF (5 mL) was added dropwise at 0° C. under ice-water bath. The resulting mixture was stirred overnight at room temperature. Two isomers, which are methylated at N-1 and N-2 position respectively, were formed. The excess solvent was removed under reduced pressure, the residue was dissolved in EtOAc (100 mL), washed with brine (2×10 mL), the combined organics were dried over Na2SO4. After removal of drying agent and concentration, the crude mixture (1.6 g) was used in the next step without further purification. MS: (M+H)+=411;

Quelle