Methanol → 1-(4-(trifluoromethyl)benzyl)-1H-pyrazol-4-amine

HRID 1644654Notes

Reaction equation

HRID 1644654 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[CH:8]=1)([O-])=O.CO>[Pd]>[F:19][C:16]([F:17])([F:18])[C:13]1[CH:14]=[CH:15][C:10]([CH2:9][N:7]2[CH:8]=[C:4]([NH2:1])[CH:5]=[N:6]2)=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 667761714-Nitro-1-{[4-(trifluoromethyl)phenyl]methyl}-1H-pyrazole

Product 1

HCID 575511981-(4-(trifluoromethyl)benzyl)-1H-pyrazol-4-amineYield 99.5%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

4-Nitro-1-(4-trifluoromethyl-benzyl)-1H-pyrazole (2.40 g, 0.00867 mol) was dissolved in Methanol (3.0E1 mL, 0.74 mol) and 10% Palladium on carbon (0.180 g) was added. The reaction was hydrogenated under balloon pressure for 2 days. The reaction was filtered through celite and concentrated in vacuo to give 2.08 g of product as a red oil.

Workup

  1. filtrationThe reaction was filtered through celite and
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-deaa12f2adc74f719f535c4d462c31f1
Source dataset
uspto-grants-2012_02
Patent number
US08124610B2

Reaction notes

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