Water → 2-bromo-1-(1H-indazol-6-yl)ethan-1-one

HRID 388978Notes

Reaction equation

HRID 388978 reaction equation
C1CNC(=O)C1.[Br:7][Br-]Br.[NH:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([C:19](=[O:21])[CH3:20])[CH:17]=2)[CH:12]=[N:11]1.O>C1COCC1>[Br:7][CH2:20][C:19]([C:16]1[CH:17]=[C:18]2[C:13]([CH:12]=[N:11][NH:10]2)=[CH:14][CH:15]=1)=[O:21]

Participants

4

Reactant 2

HCID 962WaterHCID 441192231-(1H-indazol-6-yl)ethan-1-one

Product 1

HCID 866152232-bromo-1-(1H-indazol-6-yl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Pyrrolidone hydrotribromide (1.8 g, 3.6 mmol) was added to a solution of 1-(1H-indazol-6-yl)ethanone (0.5 g, 3 mmol) in THF (10 mL) and the solution was heated at reflux for 2 h. The solution was allowed to cool to room temperature and H2O (30 mL) was added and the mixture was extracted with EtOAc (3×20 mL) and dried (MgSO4). The solvent was removed at reduced pressure to afford 2-bromo-1-(1H-indazol-6-yl)-ethanone, which was used directly in the next step with no purification.

Workup

  1. temperaturethe solution was heated
  2. temperatureat reflux for 2 h
  3. extractionthe mixture was extracted with EtOAc (3×20 mL)
  4. dry with materialdried (MgSO4)
  5. customThe solvent was removed at reduced pressure

Sources & evidence

ORD record
ord-2b28fabdd0bb437d81b7531d5096f43a
Source dataset
uspto-grants-2013_02
Patent number
US08377983B2

Reaction notes

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