HCID 10520108, compound → HCID 10752245, compound

HRID 2375990Notes

Reaction equation

HRID 2375990 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][N:16]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[C].[Pd]>[NH:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][N:16]=2)[CH2:10][CH2:9]1

Participants

5

Reactant 2

HCID 10520108HCID 10520108, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10752245HCID 10752245, compoundYield 58.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A mixture of methyl 6-[(1-benzyl-4-piperidyl)amino]nicotinate (4.2 g) in MeOH (50 ml) was hydrogenated over 10% palladium-carbon (1.5 g) under an atmospheric pressure of hydrogen at ambient temperature under stirring for 15 hours. After removal of the catalyst and solvent was evaporated in vacuo and the residue was triturated with AcOEt and IPE. The precipitate was collected by filtration to give methyl 6-(4-piperidylamino)nicotinate (1.77 g).

Workup

  1. customAfter removal of the catalyst and solvent
  2. customwas evaporated in vacuo
  3. customthe residue was triturated with AcOEt and IPE
  4. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-848d7306f33e40a58ad0ee84365e2fe4
Source dataset
uspto-grants-2008_12
Patent number
US07465731B2

Reaction notes

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