1-(4-Tolyl)-3-(4-nitrophenyl)-5-aminopyrazole → HCID 786192, compound

HRID 1860516Notes

Reaction equation

HRID 1860516 reaction equation
[C:1]1([CH3:22])[CH:6]=[CH:5][C:4]([N:7]2[C:11]([NH2:12])=[CH:10][C:9]([C:13]3[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=3)=[N:8]2)=[CH:3][CH:2]=1.[H][H]>CCOC(C)=O.[Pd]>[C:1]1([CH3:22])[CH:2]=[CH:3][C:4]([N:7]2[C:11]([NH2:12])=[CH:10][C:9]([C:13]3[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=3)=[N:8]2)=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 120186771-(4-Tolyl)-3-(4-nitrophenyl)-5-aminopyrazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 786192HCID 786192, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 1-(4-tolyl)-3-(4-nitrophenyl)-5-aminopyrazole (0.48 g, 1.6 mmol) in EtOAc (50 mL) at room temperature was added 10% Pd-C (0.1 g). The mixture was treated with hydrogen gas at 30 psi for 30 min. on a Parr shaker. The mixture was filtered through Celite and the solvent removed by rotary evaporation to yield 1-(4-tolyl)-3-(4-aminophenyl)-5-aminopyrazole as an oil, which was used without further purification.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. customthe solvent removed by rotary evaporation

Sources & evidence

ORD record
ord-8987f16c3ecc4799b8499e486ab9c1ce
Source dataset
uspto-grants-2003_03
Patent number
US06531478B2

Reaction notes

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