5-Nitroindazole → HCID 178526490, compound

HRID 227720Notes

Reaction equation

HRID 227720 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[CH:7]2)([O-:3])=[O:2].[Br:13]Br>CO>[Br:13][C:7]1[C:6]2[C:10](=[CH:11][CH:12]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[NH:9][N:8]=1

Participants

4

Reactant 2

HCID 215015-NitroindazoleHCID 24408Bromine

Product 1

HCID 178526490HCID 178526490, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Nitroindazole (20.0 g, 123 mmol, 1 equiv) was suspended in 500 mL MeOH. The mixture was refluxed and bromine (6.3 mL, 123 mmol, 1 equiv) was added dropwise. The reaction was stirred at reflux for 3 hours, then at room temperature for 2 days. The reaction mixture was filtered and the solid was washed with diisopropyl either to afford 24.9 g (84%) of the title compound as a yellow solid.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureat reflux for 3 hours
  3. filtrationThe reaction mixture was filtered
  4. washthe solid was washed with diisopropyl either

Sources & evidence

ORD record
ord-6fb94a23c9064cb6ad58ea1dd36293c3
Source dataset
uspto-grants-2009_07
Patent number
US07560467B2

Reaction notes

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