Pyridine → HCID 53916417, compound

HRID 1835694Notes

Reaction equation

HRID 1835694 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC([CH:13]=[O:14])=CC=1.[C:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)(=O)[CH3:16]>CN(C=O)C.C([O-])(=O)C.[Co+2].C([O-])(=O)C>[C:18]1([C:15]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)=[CH:16][CH:13]=[O:14])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 7410AcetophenoneHCID 133894-Pyridinecarboxaldehyde

Product 1

HCID 53916417HCID 53916417, compound

Reagents, catalysts & solvents 2

HCID 6277Cobalt diacetateCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

Pyridine (0.6 g, 7.5 mmol) and Cobalt (ii) acetate (1.3 g, 7.5 mmol) were dissolved in DMF to produce a blue solution of the complex to which was added 4-pyridine carboxaldehyde (5 g, 46.7 mmol) and acetophenone (6.2 g, 51.4 mmol). The resulting mixture was stirred for 18 hours at 90° C. Most of the DMF was evaporated in vacuo and the residue was purified by flash chromatography (silica gel) with 30% EtoAc/Hexane to afford the titled compound, white solid (5 g). ESP+ (Mass Spec) m/z 210 (MH+).

Workup

  1. customto produce a blue solution of the complex to which
  2. customMost of the DMF was evaporated in vacuo
  3. customthe residue was purified by flash chromatography (silica gel) with 30% EtoAc/Hexane

Sources & evidence

ORD record
ord-c8064a4380ae44b19a5b312f44cabdd0
Source dataset
uspto-grants-2004_08
Patent number
US06774127B2

Reaction notes

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