Water → HCID 14823442, compound

HRID 1031516Notes

Reaction equation

HRID 1031516 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-1e69a0e41e604926a97f9aa645b1f1ed
Source dataset
uspto-grants-1990_09
Patent number
US04954503

Reaction notes

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