3-[(6-(Imidazol-1-yl)pyridazin-3-yl)oxy]-1-benzylpiperidine → 3-[(6-(Imidazol-1-yl)pyridazin-3-yl)oxy]piperidine

HRID 1609811Notes

Reaction equation

HRID 1609811 reaction equation
[N:1]1([C:6]2[N:11]=[N:10][C:9]([O:12][CH:13]3[CH2:18][CH2:17][CH2:16][N:15](CC4C=CC=CC=4)[CH2:14]3)=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1>CO.[Pd]>[N:1]1([C:6]2[N:11]=[N:10][C:9]([O:12][CH:13]3[CH2:18][CH2:17][CH2:16][NH:15][CH2:14]3)=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 1

HCID 222600643-[(6-(Imidazol-1-yl)pyridazin-3-yl)oxy]-1-benzylpiperidine

Product 1

HCID 222600563-[(6-(Imidazol-1-yl)pyridazin-3-yl)oxy]piperidineYield 82%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-[(6-(imidazol-1-yl)pyridazin-3-yl)oxy]-1-benzylpiperidine (400 mg) in methanol (20 mL) was added 10% Pd/C (0.4 g), and HCO2NH4 (0.6 g). The mixture was heated at reflux under N2 for 1 hour. After cooling to ambient temperature, Pd/C was filtered off. The filtrate was concentrated in vacuo, giving 3-[(6-(imidazol-1-yl)pyridazin-3-yl)oxy]piperidine (240 mg) as an oil, which was used in Example 3 without further purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux under N2 for 1 hour
  3. filtrationPd/C was filtered off
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-8b2ff5abd7e247ecb8971fcb13e60769
Source dataset
uspto-grants-2006_01
Patent number
US06982259B2

Reaction notes

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