(3-Nitro-5-(trifluoromethyl)phenyl)-(4-methylpiperazin-1-yl)methanone → (3-Amino-5-(trifluoromethyl)phenyl)(4-methylpiperazin-1-yl)methanone

HRID 1912856Notes

Reaction equation

HRID 1912856 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:14]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=[O:15])[CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)([O-])=O.[H][H]>CO.[C].[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([C:14]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=[O:15])[CH:7]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:9]=1

Participants

5

Reactant 2

HCID 23155287(3-Nitro-5-(trifluoromethyl)phenyl)-(4-methylpiperazin-1-yl)methanoneHCID 178418361HCID 178418361, compound

Product 1

HCID 23154990(3-Amino-5-(trifluoromethyl)phenyl)(4-methylpiperazin-1-yl)methanone

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In 50 mL of methanol, 6.77 g (21 mmol) of (3-nitro-5-(trifluoromethyl)phenyl)-(4-methylpiperazin-1-yl)methanone was dissolved, and 400 mg of 10% palladium carbon was added thereto and the mixture solution was stirred in an hydrogen atmosphere under normal pressures at room temperature for three hours. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure and the residue was recrystallized from hexane and diethyl ether to obtain 6.14 g (quantitative) of a target product as a white solid.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customthe residue was recrystallized from hexane and diethyl ether

Sources & evidence

ORD record
ord-56a6f60fec5a46169563415ac18faf5a
Source dataset
uspto-grants-2013_12
Patent number
US08609656B2

Reaction notes

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