Hydrazine → HCID 178507406, compound

HRID 892088Notes

Reaction equation

HRID 892088 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), 0.095gms. 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-6beec5de3e634944ac6f22661834b580
Source dataset
uspto-grants-2006_02
Patent number
US07005444B2

Reaction notes

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