3-nitro-1-(3-(trifluoromethyl)phenyl)-1H-pyrazole → 1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-amine

HRID 926864

Reaction equation

HRID 926864 reaction equation
[N+:1]([C:4]1[CH:8]=[CH:7][N:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)[N:5]=1)([O-])=O>CO.[Pd]>[F:18][C:15]([F:16])([F:17])[C:11]1[CH:10]=[C:9]([N:6]2[CH:7]=[CH:8][C:4]([NH2:1])=[N:5]2)[CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 1

HCID 665874833-nitro-1-(3-(trifluoromethyl)phenyl)-1H-pyrazole

Product 1

HCID 136269461-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-amineYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Into a 100-mL round-bottom flask, was placed a solution of 3-nitro-1-(3-(trifluoromethyl)phenyl)-1H-pyrazole (7 g, 27.24 mmol, 1.00 equiv) in methanol (30 mL). The mixture was treated with Pd/C (3 g) and stirred under a hydrogen atmosphere overnight at room temperature. The solids were filtered out. The resulting mixture was concentrated under vacuum to yield 6 g (97%) of 1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-amine as a white solid.

Workup

  1. customInto a 100-mL round-bottom flask, was placed
  2. filtrationThe solids were filtered out
  3. concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-7f1831e04ef74a47b20e5e5848b35840
Source dataset
uspto-grants-2016_03
Patent number
US09289430B2

Linked notes

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