تفاعل #67088

ord-b065aba528e045ddb1674f0847c2c1e4

معادلة التفاعل

Cc1ccc(S(=O)(=O)n2ncc3c(C#N)cc(Br)cc32)cc1
6-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indazole-4-carbonitrile
C[Si](C)(C)N=[N+]=[N-]
trimethylsilyl azide
CCC[CH2][Sn](=[O])[CH2]CCC
dibutyltin oxide
Cc1ccc(S(=O)(=O)n2ncc3c(-c4nnn[nH]4)cc(Br)cc32)cc1
title compound
المردود 34.1%
Cc1ccc(S(=O)(=O)n2ncc3c(-c4nnn[nH]4)cc(Br)cc32)cc1
6-Bromo-1-[(4-methylphenyl)sulfonyl]-4-(1H-tetrazol-5-yl)-1H-indazole
المردود 34.1%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحwas collected by filtration
  2. 2
    غسيلwashed with toluene
  3. 3
    أخرىdried in vacuo at 65° C.

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08524751B2uspto-grants-2013_09