1-Methyl-4-[(2-methyl-3-nitrophenyl)methyl]piperazine → 2-Methyl-3-((4-methylpiperazin-1-yl)methyl)benzeneamine

HRID 419333Notes

Reaction equation

HRID 419333 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-])=O)[C:10]=2[CH3:18])[CH2:4][CH2:3]1.N1(C2CCN(C3C=CC(N)=C(OC)C=3)CC2)CCCCC1>>[CH3:18][C:10]1[C:9]([CH2:8][N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]2)=[CH:14][CH:13]=[CH:12][C:11]=1[NH2:15]

Participants

3

Reactant 2

HCID 594279041-Methyl-4-[(2-methyl-3-nitrophenyl)methyl]piperazineHCID 597120872-Methoxy-4-[4-(1-piperidyl)-1-piperidyl]aniline

Product 1

HCID 287216812-Methyl-3-((4-methylpiperazin-1-yl)methyl)benzeneamine

Procedure

The title compound of step B was prepared from 1-methyl-4-[(2-methyl-3-nitrophenyl)methyl]-piperazine in an analogous manner as that described for the synthesis of 4-(1,4′-bipiperidin-1′-yl)-2-(methyloxy)aniline (Example 22, step C). 1H NMR (400 MHz, DMSO-d6) δ 6.52 (d, J=6.8 Hz, 1H), 6.53 (d, J=6.8 Hz, 1H), 6.40 (d, J=7.5 Hz, 1H), 4.69 (s, 2H), 3.28 (s, 2H), 2.14-2.40 (m, 8H), 2.11 (s, 3H), 1.99 (s, 3H).

Sources & evidence

ORD record
ord-bd7a7a6c3f7a4abe86e9db37c40a56d4
Source dataset
uspto-grants-2012_01
Patent number
US08093239B2

Reaction notes

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