Hydrazine → HCID 178507406, compound

HRID 411736Notes

Reaction equation

HRID 411736 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([CH2:17][C:18](=O)[CH2:19][C:20]#[N:21])=[CH:13][CH:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.NC1C=C[NH:26][N:25]=1.NN>CCO>[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([CH2:17][C:18]3[CH:19]=[C:20]([NH2:21])[NH:25][N:26]=3)=[CH:13][CH:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 22241718HCID 22241718, compound2×HCID 178418806HCID 178418806, compound

Product 1

HCID 178507406HCID 178507406, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
65 °C

Procedure

The 4-[4-(3-morpholin-4-yl-propoxy)-phenyl]-3-oxo-butyronitrile is then converted to the appropriate aminopyrazole by the following method: Under Ar(g), 0.095 gms. of the 4-[4-(3-morpholin-4-yl-propoxy)-phenyl]-3-oxo-butyronitrile is dissolved in 2 mL of anhydrous EtOH and then is treated with 0.100 gms. 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-morpholin-4-yl-propoxy)-benzyl]-2H-pyrazol-3-ylamine which is use in crude form in the reaction of Example 58.

Workup

  1. additionis treated with 0.100 gms
  2. temperaturesubsequently, cooled to room temperature
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c0bdecf465be4368b5c56a311993556e
Source dataset
uspto-grants-2003_05
Patent number
US06559173B1

Reaction notes

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