Reaktion #607706

Reaktionsgleichung

sodium hydride

6-Bromo-1H-indazole-4-carbonitrile

Iodomethane

→

title compound

Ausbeute 25.0%

6-Bromo-1-methyl-1H-indazole-4-carbonitrile

Ausbeute 25.0%

Lösungsmittel

Tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred for 10 mins until no further effervescence
2. 2
   workup.STIRRINGthe mixture stirred at 0° C. for 1 h
3. 3
   SonstigeThe ice bath was removed
4. 4
   Sonstigethe flask was placed in a water bath at room temperature
5. 5
   workup.STIRRINGThe reaction remained stirring for 19 h
6. 6
   Sonstigethe mixture was then evaporated in vacuo
7. 7
   SonstigeThe residual solid purified by silica (100 g) cartridge

Vorschrift

Tetrahydrofuran (27 ml) was added to a flask containing sodium hydride (0.275 g, 6.89 mmol) and the mixture was stirred for 10 minutes at 0° C. 6-Bromo-1H-indazole-4-carbonitrile (1.39 g, 6.26 mmol) was added portionwise and the mixture was stirred for 10 mins until no further effervescence was seen. Iodomethane (0.431 ml, 6.89 mmol) was added and the mixture stirred at 0° C. for 1 h. The ice bath was removed and the flask was placed in a water bath at room temperature. The reaction remained stirring for 19 h and the mixture was then evaporated in vacuo. The residual solid purified by silica (100 g) cartridge using a gradient of ethyl acetate and cyclohexane to give the title compound as a white solid (370 mg).

Quelle