Water → HCID 57157163, compound

HRID 872457Notes

Reaction equation

HRID 872457 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:13]=[CH:12][N:11]([CH2:14][CH2:15][N:16]3C(=O)C4C(=CC=CC=4)C3=O)[N:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].O.NN.O>CCO>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:13]=[CH:12][N:11]([CH2:14][CH2:15][NH2:16])[N:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 706562982-(2-(3-(3,4-dichlorophenyl)-1H-pyrazol-1-yl)ethyl)-isoindoline-1,3-dione

Product 1

HCID 57157163HCID 57157163, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 2-(2-(3-(3,4-dichlorophenyl)-1H-pyrazol-1-yl)ethyl)-isoindoline-1,3-dione (155 mg, 0.40 mmol) in EtOH (4.0 ml) was added hydrazine hydrate (0.194 ml, 4.0 mmol). The reaction mixture was refluxed for 1 h and left to cool down to RT. Water (20 ml) was added and the mixture was extracted with DCM (3×20 ml). Combined organic phases were dried over Na2SO4 and evaporated to yield quantitative amount of the title compound (102 mg, 100%). Product was used in the next step without analysis.

Workup

  1. temperatureThe reaction mixture was refluxed for 1 h
  2. waitleft
  3. extractionthe mixture was extracted with DCM (3×20 ml)
  4. dry with materialCombined organic phases were dried over Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-5aa1b432825c4e8fbdbe776bc62d4b44
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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