4-Methyl-1-(6-nitropyridin-3-yl)piperidin-4-ol → 1-(6-Aminopyridin-3-yl)-4-methylpiperidin-4-ol
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]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
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
- filtrationThe catalyst was filtered off
- 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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