Methyl iodide → 5-Bromo-1,7-dimethyl-1H-indazole

HRID 469361Notes

Reaction equation

HRID 469361 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH3:11])[CH:10]=1)[NH:7][N:6]=[CH:5]2.[CH3:12]C(C)([O-])C.[K+].IC>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH3:11])[CH:10]=1)[N:7]([CH3:12])[N:6]=[CH:5]2

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 13820335-Bromo-7-methyl-1H-indazoleHCID 23665647Potassium tert-butoxide

Product 1

HCID 378191255-Bromo-1,7-dimethyl-1H-indazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.11 g (10.0 mmol) 5-bromo-7-methyl-1H-indazole and 1.20 g (10.7 mmol) potassium-tert-butoxide in 50 mL THF were stirred overnight with 0.700 mL (11.2 mmol) iodomethane at RT. Then the precipitate was filtered off and the filtrate was evaporated down i. vac. The residue was purified by flash chromatography.

Workup

  1. filtrationThen the precipitate was filtered off
  2. customthe filtrate was evaporated down i
  3. customThe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-3f0f4946ab2a46da9cfb3e153dd839a0
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Reaction notes

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