1-(5-Bromo-4-fluoroindazol-1-yl)ethanone → 5-Bromo-4-fluoro-1H-indazole

HRID 2400943Notes

Reaction equation

HRID 2400943 reaction equation
[Br:1][C:2]1[C:3]([F:14])=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7](C(=O)C)[N:6]=[CH:5]2>Cl.CO>[Br:1][C:2]1[C:3]([F:14])=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[CH:5]2

Participants

4

Reactant 1

HCID 671234961-(5-Bromo-4-fluoroindazol-1-yl)ethanone

Product 1

HCID 454803935-Bromo-4-fluoro-1H-indazole

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

A suspension of 1-(5-Bromo-4-fluoroindazol-1-yl)ethanone (13 mmol) in 10% HCl (40 mL) and methanol (10 mL) was heated at reflux until clear (ca. 1 h). The hot solution was filtered, cooled and pH was neutralized by the addition of NaOH solution (3N). The resultant white precipitate was collected via filtration and the solid was dried in vacuum to give 5-bromo-4-fluoro-1H-indazole.

Workup

  1. temperaturewas heated
  2. temperatureat reflux until clear (ca. 1 h)
  3. filtrationThe hot solution was filtered
  4. temperaturecooled
  5. additionpH was neutralized by the addition of NaOH solution (3N)
  6. filtrationThe resultant white precipitate was collected via filtration
  7. customthe solid was dried in vacuum

Sources & evidence

ORD record
ord-f75408b8091f4154a649b4731b9006e2
Source dataset
uspto-grants-2014_08
Patent number
US08796256B2

Reaction notes

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