4-Pyridinecarboxaldehyde → HCID 21922644, compound

HRID 1244994Notes

Reaction equation

HRID 1244994 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.[CH:15]([C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1)=O>C(O)C>[CH2:8]([N:5]1[CH2:6][CH2:7][CH:2]([N:1]=[CH:15][C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)[CH2:3][CH2:4]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 133894-PyridinecarboxaldehydeHCID 4158521-Benzyl-4-piperidylamine

Product 1

HCID 21922644HCID 21922644, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.57 ml (42.01 mmol) of 4-amino-1-benzylpiperidine were added to a solution of 3.95 ml (42.01 mmol) of 4-formylpyridine in 5 ml of ethanol, and the resulting mixture was then heated under reflux for 1 hour. At the end of this time, the solvent was distilled off from the reaction mixture by evaporation under reduced pressure to afford 11.78 g (quantitative yield) of the title compound as a pale brown powder.

Workup

  1. temperaturethe resulting mixture was then heated
  2. temperatureunder reflux for 1 hour
  3. distillationAt the end of this time, the solvent was distilled off from the reaction mixture by evaporation under reduced pressure

Sources & evidence

ORD record
ord-d3cd49ce1e694d52b310e2919ca2d245
Source dataset
uspto-grants-2006_10
Patent number
US07122666B2

Reaction notes

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