Tetrahydrofuran → 1-N-benzyl-5-(4-methylpiperazin-1-yl)benzene-1,2-diamine

HRID 930549Notes

Reaction equation

HRID 930549 reaction equation
[CH2:1]([NH:8][C:9]1[C:14]([N+:15]([O-])=O)=[CH:13][CH:12]=[C:11]([N:18]2[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]2)N=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H].[CH2:27]1COCC1>[Pd]>[CH2:1]([NH:8][C:9]1[C:14]([NH2:15])=[CH:13][CH:12]=[C:11]([N:18]2[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]2)[CH:27]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 117892066N-benzyl-6-(4-methylpiperazin-1-yl)-3-nitropyridin-2-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 901610111-N-benzyl-5-(4-methylpiperazin-1-yl)benzene-1,2-diamine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
25 °C

Procedure

Benzyl-[6-(4-methyl-piperazin-1-yl)-3-nitro-pyridin-2-yl]-amine E-3.1′ (600 mg; 1.833 mmol) is dissolved in THF and palladium on carbon is added. The reaction mixture is stirred for 2.5 h at 25° C. and 4 bar hydrogen pressure. The catalyst is filtered off under celite, the filtrate is concentrated and dried under reduced pressure.

Workup

  1. filtrationThe catalyst is filtered off under celite
  2. concentrationthe filtrate is concentrated
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-0b6d70165bb945fe8590c26b0961a13f
Source dataset
uspto-grants-2016_03
Patent number
US09296748B2

Reaction notes

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