1-Methyl-4-[[3-(1-methylethoxy)-4-nitrophenyl]methyl]piperazine → HCID 86698005, compound

HRID 518849Notes

Reaction equation

HRID 518849 reaction equation
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:16]=[CH:17][C:18]=1[N+:19]([O-])=O)[CH2:8][N:9]1[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]1)([CH3:3])[CH3:2]>C(O)C.[Pd]>[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH2:8][N:9]2[CH2:10][CH2:11][N:12]([CH3:15])[CH2:13][CH2:14]2)[CH:16]=[CH:17][C:18]=1[NH2:19])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 866980041-Methyl-4-[[3-(1-methylethoxy)-4-nitrophenyl]methyl]piperazine

Product 1

HCID 86698005HCID 86698005, compoundYield 100.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4.2 g of 1-(3-isopropoxy-4-nitrobenzyl)-4-methylpiperazine and 420 mg of 10% palladium-on-carbon in 145 ml of ethanol is hydrogenated at 25° C. under 1 bar for 3 h. The mixture is filtered on Clarcel and the Clarcel is rinsed with ethanol. The filtrate is concentrated to dryness under reduced pressure, so as to give 3.8 g of 2-isopropoxy-4-(4-methylpiperazin-1-ylmethyl)phenylamine in the form of a brown oil.

Workup

  1. filtrationThe mixture is filtered on Clarcel
  2. washthe Clarcel is rinsed with ethanol
  3. concentrationThe filtrate is concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-8a895698d52c4ccfb03be52665f4b503
Source dataset
uspto-grants-2015_08
Patent number
US09115140B2

Reaction notes

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