Reaktion #67088

Reaktionsgleichung

6-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indazole-4-carbonitrile

trimethylsilyl azide

dibutyltin oxide

→

title compound

Ausbeute 34.1%

6-Bromo-1-[(4-methylphenyl)sulfonyl]-4-(1H-tetrazol-5-yl)-1H-indazole

Ausbeute 34.1%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationwas collected by filtration
2. 2
   Waschenwashed with toluene
3. 3
   Sonstigedried in vacuo at 65° C.

Vorschrift

A stirred solution of 6-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indazole-4-carbonitrile (0.79 g, 2.1 mmol), trimethylsilyl azide (0.484 g, 4.20 mmol) and dibutyltin oxide (0.105 g, 0.420 mmol) in toluene (10 ml) was heated at 110° C. for 1 h in the microwave (biotage initiator). The resulting cream coloured solid was collected by filtration, washed with toluene and dried in vacuo at 65° C. to give the title compound as a near colourless solid (0.3 g). The mother liquor was evaporated and the residue triturated with cyclohexane (10 ml) to give a further quantity of the title compound as a pale yellow solid (0.38 g).

Quelle