Hydrazine → HCID 178483571, compound

HRID 746732Notes

Reaction equation

HRID 746732 reaction equation
[CH3:1][N:2]([CH3:19])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13]C(=O)CC#N)=[CH:9][CH:8]=1.[NH2:20][C:21]1[CH:25]=[CH:24][NH:23][N:22]=1.NN>CCO>[CH3:19][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][C:24]2[CH:25]=[C:21]([NH2:20])[NH:22][N:23]=2)=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 222416434-[4-(3-Dimethylamino-propoxy)-phenyl)-3-oxo-butyronitrile2×HCID 178418806HCID 178418806, compound

Product 1

HCID 178483571HCID 178483571, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
65 °C

Procedure

The 4-[4-(3-dimethylamino-propoxy)-phenyl]-3-oxo-butyronitrile is then converted to the appropriate aminopyrazole by the following method: Under Ar(g), 0.285 gms. of the 4-[4-(3-dimethylamino-propoxy)-phenyl]-3-oxo-butyronitrile is dissolved in 5 mL of anhydrous EtOH and then is treated with 0.100 mL anhydrous hydrazine. The reaction mixture is then heated overnight at 65° C., subsequently, cooled to room temperature and concentrated in vacuo providing 5-[4-(3-dimethylamino-propoxy)-benzyl]-2H-pyrazol-3-ylamine which is use in crude form in the reactions of Examples 56 and 57.

Workup

  1. temperaturesubsequently, cooled to room temperature
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-53c8ebc5bbf24fdf8bf15c96b2dd0aaf
Source dataset
uspto-grants-2008_07
Patent number
US07393870B2

Reaction notes

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