Methanol → 4-N,N-Dimethyl-2-piperidin-1-yl-benzene-1,4-diamine

HRID 32895

Reaction equation

HRID 32895 reaction equation
[CH3:1][N:2](C)[C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[C:5]([N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:4]=1.[CH3:19]O>[Pd]>[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH3:19])=[C:5]([N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:4]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 69312829Dimethyl-(4-nitro-3-piperidin-1-yl-phenyl)-amine

Product 1

HCID 693103814-N,N-Dimethyl-2-piperidin-1-yl-benzene-1,4-diamineYield 100%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Using a procedure similar to Example 3, step (c), dimethyl-(4-nitro-3-piperidin-1-yl-phenyl)-amine (100 mg, 0.4 mmol, as prepared in the previous step) was stirred with 80 mg 5% Pd—C in 5 mL MeOH under H2 to afford 89 mg (100%) of the title compound as an oil, which was used immediately without further purification. Mass spectrum (ESI, m/z) calcd. for C13H21N3, 220.1 (M+H), found 220.1.

Workup

  1. customas prepared in the previous step)

Sources & evidence

ORD record
ord-bd1616501d4f4ef8b89253b1c1924ab7
Source dataset
uspto-grants-2008_09
Patent number
US07427683B2

Linked notes

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