5-methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole → HCID 178422679, compound

HRID 1697878Notes

Reaction equation

HRID 1697878 reaction equation
[CH3:1][C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([N+:14]([O-])=O)[CH:8]=2)[CH:3]=1>C(O)C.[Pd]>[CH3:13][C:10]1[CH:11]=[CH:12][C:7]([C:4]2[NH:5][N:6]=[C:2]([CH3:1])[CH:3]=2)=[CH:8][C:9]=1[NH2:14]

Participants

4

Reactant 1

HCID 593775315-methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole

Product 1

HCID 178422679HCID 178422679, compoundYield 5.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

5-Methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole (8.2 g) was dissolved in ethanol and Palladium (10%) on activated carbon was added. The mixture was subject to barometric hydrogenation under balloon pressure for five hours at room temperature. The mixture was filtered and the filtrate was concentrated under reduced pressure to give 414 mg of crude 2-methyl-5-(5-methyl-2H-pyrazol-3-yl)-phenylamine as a white solid, which was used directly without further purification.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-141b7970c3d34d1e828d870611450b15
Source dataset
uspto-grants-2012_04
Patent number
US08163929B2

Reaction notes

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