2-methyl-1-(3-nitro-1H-pyrazol-1-yl)propan-2-ol → 1-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol

HRID 2381279Notes

Reaction equation

HRID 2381279 reaction equation
[CH3:1][C:2]([OH:13])([CH3:12])[CH2:3][N:4]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[N:5]1>[Pd].C(O)C>[NH2:9][C:6]1[CH:7]=[CH:8][N:4]([CH2:3][C:2]([CH3:12])([OH:13])[CH3:1])[N:5]=1

Participants

4

Reactant 1

HCID 545944402-methyl-1-(3-nitro-1H-pyrazol-1-yl)propan-2-ol

Product 1

HCID 593449381-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-olYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In a Parr shaker bottle was placed 2-methyl-1-(3-nitro-pyrazol-1-yl)-propan-2-ol (100 mg, 0.54 mmol), 10% palladium on activated carbon (10 mg) and ethanol (5 mL). The bottle was then placed on the Parr shaker under hydrogen (50 psi) for 1 h. The reaction was then filtered through a pad of diatomaceous earth, washed with ethanol, and concentrated in vacuo to afford 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (78 mg, 94%), which was taken on to the next step without characterization.

Workup

  1. filtrationThe reaction was then filtered through a pad of diatomaceous earth
  2. washwashed with ethanol
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e0c3282549cd4f2d826147373047f1d5
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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