4-Methyl-1-(6-nitropyridin-3-yl)piperidin-4-ol → 1-(6-Aminopyridin-3-yl)-4-methylpiperidin-4-ol

HRID 449700Notes

Reaction equation

HRID 449700 reaction equation
[CH3:1][C:2]1([OH:17])[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[N:10][C:11]([N+:14]([O-])=O)=[CH:12][CH:13]=2)[CH2:4][CH2:3]1>CO.[Pd]>[NH2:14][C:11]1[N:10]=[CH:9][C:8]([N:5]2[CH2:6][CH2:7][C:2]([CH3:1])([OH:17])[CH2:3][CH2:4]2)=[CH:13][CH:12]=1

Participants

4

Reactant 1

HCID 667433724-Methyl-1-(6-nitropyridin-3-yl)piperidin-4-ol

Product 1

HCID 667426091-(6-Aminopyridin-3-yl)-4-methylpiperidin-4-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-methyl-1-(6-nitropyridin-3-yl)piperidin-4-ol (807 mg, 3.67 mmol) in methanol (15 ml) was hydrogenated at 50 psi with 10% Pd/C (117 mg, 110 umol) overnight. The catalyst was filtered off and the resultant filtrate was concentrated in vacuo to afford 1-(6-aminopyridin-3-yl)-4-methylpiperidin-4-ol. The product was carried to next reaction without further purification.

Workup

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

Sources & evidence

ORD record
ord-f04d4107bdc64a2e8633fa9b569eb095
Source dataset
uspto-grants-2013_07
Patent number
US08481540B2

Reaction notes

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