HCID 67190155, compound → 1003011-46-8

HRID 546033Notes

Reaction equation

HRID 546033 reaction equation
[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]([CH2:7][N:8]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[N:9]2)=[CH:5][CH:4]=1>O1CCCC1.NN.[Ni]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[CH:12]=[CH:11][C:10]([NH2:13])=[N:9]2)=[CH:16][CH:17]=1

Participants

5

Reactant 1

HCID 67190155HCID 67190155, compound

Product 1

HCID 179723211003011-46-8

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent2×HCID 9321HydrazineSolvent

Procedure

To a solution containing 1-(4-methoxy-benzyl)-3-nitro-1H-pyrazole (99 mg, 0.42 mmol) in tetrahydrofuran (2 mL), anhydrous hydrazine (100 μL) was added to the clear solution. Raney nickel (˜100 mg washed 3 times with 5 mL of anhydrous tetrahydrofuran) was then added in tetrahydrofuran (300 μL). Gas evolved from the mixture and the reaction was allowed to proceed for 5 min, after which time the raney nickel was removed by filtration through a celite plug. The solvent was removed in vacuo to afford 1-(4-methoxy-benzyl)-1H-pyrazol-3-ylamine which as a yellow oil was used in the following step with no further purification.

Workup

  1. additionwas added to the clear solution
  2. customafter which time the raney nickel was removed by filtration through a celite plug
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-d480a1b4269c4f6ea6c544c0a4c5d403
Source dataset
uspto-grants-2011_05
Patent number
US07935699B2

Reaction notes

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