Water → HCID 14823442, compound

HRID 1461828Notes

Reaction equation

HRID 1461828 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7](S(C1C=CC=CC=1)(=O)=O)[N:6]=[C:5]2[N:20]1[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[N:20]1[CH2:21][CH2:22][N:23]([CH3:26])[CH2:24][CH2:25]1

Participants

5

Reactant 3

HCID 962WaterHCID 14823447HCID 14823447, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 14823442HCID 14823442, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a stirred solution, under N2, 5-bromo-3-(4-methyl-1-piperazinyl)-1-phenylsulfonyl-1H-indazole (4.4 g, 0.01 mol) of Example 4c in THF (70 ml), was added, dropwise, lithium aluminum hydride [20 ml of a 1M solution in tetrahydrofuran (THF)]. The reaction was then stirred for 6 hours at reflux. The reaction was cooled in an ice bath, water was added cautiously and then the reaction was filtered. The filter cake was washed with THF and then methanol, and the filtrate was concentrated to yield 5-bromo-3-(4-methyl-1-piperazinyl)-1H-indazole.

Workup

  1. temperatureat reflux
  2. temperatureThe reaction was cooled in an ice bath
  3. filtrationthe reaction was filtered
  4. washThe filter cake was washed with THF
  5. concentrationmethanol, and the filtrate was concentrated

Sources & evidence

ORD record
ord-2e124474dca04a47924b78eee73a36f6
Source dataset
uspto-grants-1991_12
Patent number
US05077405

Reaction notes

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