7-bromo-5-nitro-1H-indazole → HCID 90308679, compound

HRID 2283690Notes

Reaction equation

HRID 2283690 reaction equation
F[B-](F)(F)F.[CH3:6][O+](C)C.[Br:10][C:11]1[CH:12]=[C:13]([N+:20]([O-:22])=[O:21])[CH:14]=[C:15]2[C:19]=1[NH:18][N:17]=[CH:16]2>C(OCC)(=O)C>[Br:10][C:11]1[C:19]2[C:15](=[CH:16][N:17]([CH3:6])[N:18]=2)[CH:14]=[C:13]([N+:20]([O-:22])=[O:21])[CH:12]=1

Participants

4

Reactant 2

HCID 14819687-bromo-5-nitro-1H-indazoleHCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)

Product 1

HCID 90308679HCID 90308679, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Trimethyloxonium tetrafluoroborate (1.5 g) was added to a solution of 7-bromo-5-nitro-1H-indazole (1.21 g) in ethyl acetate (12 mL), and the reaction solution was stirred at room temperature for 6 hours. After dilution with ethyl acetate, the reaction solution was washed successively with water and a saturated saline solution and then dried over anhydrous sodium sulfate. The solvent was evaporated under vacuum, ethyl acetate and isopropyl ether were added to the resultant residue, and the deposited precipitate was filtrated to obtain 7-bromo-2-methyl-5-nitro-2H-indazole as a light yellow solid.

Workup

  1. washAfter dilution with ethyl acetate, the reaction solution was washed successively with water
  2. dry with materiala saturated saline solution and then dried over anhydrous sodium sulfate
  3. customThe solvent was evaporated under vacuum, ethyl acetate and isopropyl ether
  4. additionwere added to the resultant residue
  5. filtrationthe deposited precipitate was filtrated

Sources & evidence

ORD record
ord-26ced2c7d66640908c10ca4630200fe3
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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