HCID 86720925, compound → HCID 86720926, compound

HRID 524867Notes

Reaction equation

HRID 524867 reaction equation
[CH3:1][CH:2]1[CH2:7][N:6]([CH3:8])[CH2:5][CH2:4][N:3]1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[N+:15]([O-])=O>CO.[Pd]>[CH3:1][CH:2]1[CH2:7][N:6]([CH3:8])[CH2:5][CH2:4][N:3]1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[NH2:15]

Participants

4

Reactant 1

HCID 86720925HCID 86720925, compound

Product 1

HCID 86720926HCID 86720926, compoundYield 91.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 23938PalladiumSolvent

Procedure

A solution of 2,4-dimethyl-1-(3-nitro-4-pyridyl)piperazine (89 mg, 0.3767 mmol) in methanol (4 mL) and Pd on C (10%, wet, Degussa) (20 mg) was hydrogenated overnight at RT under an atmosphere of hydrogen (balloon). The catalyst was filtered off through a Celite cartridge, washed with methanol. The filtrate was concentrated under reduced pressure yielding 4-(2,4-dimethylpiperazin-1-yl)pyridin-3-amine (71 mg, 91%). MS (ES+) 207.2.

Workup

  1. filtrationThe catalyst was filtered off through a Celite cartridge
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-17cd25642bc94c60b2122cae13a7ee92
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

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