4-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-3-nitro-pyridine → 4-(1-Methylpiperidin-4-yl)pyridin-3-amine

HRID 524943Notes

Reaction equation

HRID 524943 reaction equation
[CH3:1][N:2]1[CH2:7][CH:6]=[C:5]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[N+:14]([O-])=O)[CH2:4][CH2:3]1>CO.[Pd]>[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[NH2:14])[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 867210004-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-3-nitro-pyridine

Product 1

HCID 867210014-(1-Methylpiperidin-4-yl)pyridin-3-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-3-nitro-pyridine (300 mg, 1.37 mmol) in Methanol (3.00 mL) was added Pd on C, (10%, wet, Degussa) (29.12 mg, 0.274 mmol) and the mixture was stirred at ambient temperature under an atmosphere of hydrogen, for 18 hours. The catalyst was filtered off and the filtrate was concentrated in vacuo to afford 4-(1-methylpiperidin-4-yl)pyridin-3-amine MS (ES+) 192.1.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-7cef5bf624a04b11bd84ddcf92bf21f8
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

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