3-(1H-Imidazol-2-yl)pyridine → 3-(1H-imidazol-2-yl)piperidine

HRID 364722Notes

Reaction equation

HRID 364722 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1.[H][H]>C(O)C.[Pt]=O>[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]1[CH2:11][CH2:10][CH2:9][NH:8][CH2:7]1

Participants

5

Reactant 2

HCID 123955003-(1H-Imidazol-2-yl)pyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 132811953-(1H-imidazol-2-yl)piperidineYield 108%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

3-(1H-imidazol-2-yl)pyridine (4.0 g, 0.0275M) and platinum oxide (0.5 g) in ethyl alcohol (50 ml) and 1NHCl (50 ml) was reduced at 45 psig of hydrogen for 4 hrs. The reaction mixture was filtered and the filtrate was stripped to dryness and crystallized from MeOH-EtOH to give 3-(1H-imidazol-2-yl)piperidine (4.5 g, 74% yield, mp 295° dec.).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customcrystallized from MeOH-EtOH

Sources & evidence

ORD record
ord-da504b5de72644938bcd1b7632698fa1
Source dataset
uspto-grants-1986_08
Patent number
US04605744

Reaction notes

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