HCID 58128686, compound → HCID 58128680, compound

HRID 2088463Notes

Reaction equation

HRID 2088463 reaction equation
[CH3:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([N+:14]([O-])=O)[CH:8]=2)[CH:6]=1.[H][H]>CCO.[Pd]>[CH3:13][C:10]1[CH:11]=[CH:12][C:7]([N:5]2[CH:6]=[C:2]([CH3:1])[CH:3]=[N:4]2)=[CH:8][C:9]=1[NH2:14]

Participants

5

Reactant 2

HCID 58128686HCID 58128686, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58128680HCID 58128680, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-Methyl-1-(4-methyl-3-nitro-phenyl)-1H-pyrazole from step 1 was dissolved in EtOH and hydrogenated at room temperature using a hydrogen balloon in the presence of 5% palladium on charcoal. After 20 hours, TLC (EtOAC/Hexanes 1:2) indicated complete reaction. The reaction mixture was filtered through celite and the filtrate was evaporated under reduced pressure to give 2-methyl-5-(4-methyl-pyrazol-1-yl)-phenylamine, MS (M+H)=188.

Workup

  1. customreaction
  2. filtrationThe reaction mixture was filtered through celite
  3. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-2b962eb0c57e4eacbe2258e92bdfd8fd
Source dataset
uspto-grants-2013_05
Patent number
US08435990B2

Reaction notes

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