Hexanenitrile, 5-oxo- → HCID 21927910, compound

HRID 1387445Notes

Reaction equation

HRID 1387445 reaction equation
O=C(C)[CH2:3][CH2:4][CH2:5][C:6]#[N:7].[NH2:9][C:10]1[C:15]([CH:16]=O)=[CH:14][CH:13]=[CH:12][N:11]=1.N1CCC[C@H:19]1[C:20](O)=O>C(O)C>[N:11]1[C:10]2[C:15](=[CH:16][CH:19]=[CH:20][N:9]=2)[CH:14]=[CH:13][C:12]=1[CH2:3][CH2:4][CH2:5][C:6]#[N:7]

Participants

5

Reactant 3

HCID 82611Hexanenitrile, 5-oxo-HCID 145742L-ProlineHCID 7376333-Pyridinecarboxaldehyde, 2-amino-

Product 1

HCID 21927910HCID 21927910, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5-oxo-hexanenitrile (8-1) (5 ml, 43.8 mmol), 2-amino-3-formylpyridine (7 g, 57 mmol), proline (5.3 g, 43.8 mmol) and ethanol (100 mL) was heated at reflux for 12 hours. Following evaporation of the solvent, the residue was chromatographed (silica gel, ethyl acetate) to give 8-2 as a white solid.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 12 hours
  3. customevaporation of the solvent
  4. customthe residue was chromatographed (silica gel, ethyl acetate)

Sources & evidence

ORD record
ord-bdeb92bfd76646c19af3c757fde58225
Source dataset
uspto-grants-2001_07
Patent number
US06268378B1

Reaction notes

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