Dimethyl pyridine-3,5-dicarboxylate → Dimethyl piperidine-3,5-dicarboxylate

HRID 455248

Reaction equation

HRID 455248 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][CH:8]=[C:9]([C:11]([O:13][CH3:14])=[O:12])[CH:10]=1)=[O:4]>CO>[CH3:1][O:2][C:3]([CH:5]1[CH2:10][CH:9]([C:11]([O:13][CH3:14])=[O:12])[CH2:8][NH:7][CH2:6]1)=[O:4]

Participants

3

Reactant 1

HCID 78339Dimethyl pyridine-3,5-dicarboxylate

Product 1

HCID 49761012Dimethyl piperidine-3,5-dicarboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Pyridine-3,5-dicarboxylic acid dimethyl ester (5.3 g, 27 mmol) and Rh/PtO2 (0.5 g) in MeOH (200 mL) are stirred under hydrogen overnight. The resulting mixture is filtered and the solvents are evaporated to give a brown oil. MS (LC-MS): 202 [M+H]+

Workup

  1. filtrationThe resulting mixture is filtered
  2. customthe solvents are evaporated
  3. customto give a brown oil

Sources & evidence

ORD record
ord-080a5bb57e19404f996977073d5869eb
Source dataset
uspto-grants-2013_07
Patent number
US08497286B2

Linked notes

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