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

HRID 1388387Notes

Reaction equation

HRID 1388387 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, 0.0275 M) and platinum oxide (0.5 g) in ethyl alcohol (50 ml) and 1 NHCl (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-7492b5ce1c714456bcefe0ca1551538b
Source dataset
uspto-grants-1984_02
Patent number
US04431653

Reaction notes

Loading…