تفاعل #67115

معادلة التفاعل

6-(1H-Indol-4-yl)-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile

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

trimethylsilyl azide

dibutyl(oxo)stannane

trimethylsilyl azide

→

title compound

المردود 141.3%

6-(1H-Indol-4-yl)-1-[(4-methylphenyl)sulfonyl]-4-(1H-tetrazol-5-yl)-1H-indazole 6-(1H-indol-4-yl)-1-(phenylsulfonyl)-4-(1H-tetrazol-5-yl)-1H-indazole

المردود 141.3%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter heating for a further 2 h
2. 2
   أخرىthe solution was evaporated to dryness
3. 3
   workup.ADDITIONtreated with methanol (30 ml)
4. 4
   أخرىabsorbed onto Florisil
5. 5
   غسيلwas eluted with 0-30% methanol+1% triethylamine/dichloromethane
6. 6
   تركيزconcentrated

الإجراء التجريبي

6-(1H-Indol-4-yl)-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile (0.669 g, 1.679 mmol) and 6-(1H-indol-4-yl)-1-[(4-methylphenyl)sulfonyl]-1H-indazole-4-carbonitrile (0.561 g, 1.360 mmol) were slurried in toluene (60 ml) and treated with trimethylsilyl azide (0.887 ml, 6.68 mmol) and dibutyl(oxo)stannane (0.151 g, 0.608 mmol). The reaction mixture was heated, under nitrogen at 120° C. for 16 h, then additional trimethylsilyl azide (0.221 ml, 1.67 mmol) was added. After heating for a further 2 h, the solution was evaporated to dryness, treated with methanol (30 ml) and absorbed onto Florisil. The Florisil was loaded onto a silica cartridge (100 g) which was eluted with 0-30% methanol+1% triethylamine/dichloromethane. The appropriate fractions were combined and concentrated to give the title compound as a brown solid (1.724 g).

المصدر