N-bromobutanimide → 1H-Indazol-5-ol,4-broMo-

HRID 1269919Notes

Reaction equation

HRID 1269919 reaction equation
[Br:1]N1C(=O)CCC1=O.[NH:9]1[C:17]2[C:12](=[CH:13][C:14]([OH:18])=[CH:15][CH:16]=2)[CH:11]=[N:10]1>O1CCCC1>[Br:1][C:13]1[C:14]([OH:18])=[CH:15][CH:16]=[C:17]2[C:12]=1[CH:11]=[N:10][NH:9]2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 1014381H-Indazol-5-ol

Product 1

HCID 229341081H-Indazol-5-ol,4-broMo-Yield 91%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-bromosuccinimide (1.06 g, 5.96 mmol) was added to a solution of the 1H-indazol-5-ol (800 mg, 5.96 mmol) obtained in Reference Example 4 in tetrahydrofuran (20 ml) at room temperature. The resulting mixture was stirred for 14 hours while being maintained at room temperature. The mixture was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate) to obtain 4-bromo-1H-indazol-5-ol (1.15 g, 91%).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customthe resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate)

Sources & evidence

ORD record
ord-71418cc7433644339b4d46e5fc3fbccc
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

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