2-Methyl-1-[4-(3-nitro-phenyl)-piperazin-1-yl]-propan-2-ol → 1-[4-(3-Amino-phenyl)-piperazin-1-yl]-2-methyl-propan-2-ol

HRID 1261956Notes

Reaction equation

HRID 1261956 reaction equation
[CH3:1][C:2]([OH:20])([CH3:19])[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[CH:11]=2)[CH2:6][CH2:5]1.[H][H]>CO.[Pd]>[NH2:16][C:12]1[CH:11]=[C:10]([N:7]2[CH2:6][CH2:5][N:4]([CH2:3][C:2]([CH3:19])([OH:20])[CH3:1])[CH2:9][CH2:8]2)[CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 632395022-Methyl-1-[4-(3-nitro-phenyl)-piperazin-1-yl]-propan-2-olHCID 178418361HCID 178418361, compound

Product 1

HCID 580713221-[4-(3-Amino-phenyl)-piperazin-1-yl]-2-methyl-propan-2-olYield 84%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-Methyl-1-[4-(3-nitro-phenyl)-piperazin-1-yl]-propan-2-ol (1.60 g, 0.00573 mol) was dissolved in Methanol (40 mL) and the solution was carefully added to a Parr vessel containing 10% Palladium on Carbon (90.10, carbon black. Palladium, 0.750 g, 0.0562 mol) under nitrogen. The reaction was then placed on a Parr apparatus and was allowed to shake until uptake of hydrogen ceased (overnight). Catalyst was filtered and the filtrate was reduced to provide 1.20 grams of 1-[4-(3-Amino-phenyl)-piperazin-1-yl]-2-methyl-propan-2-ol without further purification as a light purple solid. (M+H)=250.06.

Workup

  1. additionthe solution was carefully added to a Parr vessel
  2. custom(overnight)
  3. filtrationCatalyst was filtered

Sources & evidence

ORD record
ord-40dcd0f1b74848b38b26bbfc15166cb7
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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