2-Aminopyridine → HCID 22711974, compound

HRID 352344Notes

Reaction equation

HRID 352344 reaction equation
[C:1]([CH:4]([CH2:9][CH2:10][CH:11]=[CH2:12])[C:5]([O:7]C)=O)(=O)[CH3:2].[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1>O>[CH2:9]([C:4]1[C:5](=[O:7])[N:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]2=[N:13][C:1]=1[CH3:2])[CH2:10][CH:11]=[CH2:12]

Participants

4

Reactant 2

HCID 104392-AminopyridineHCID 14044386HCID 14044386, compound

Product 1

HCID 22711974HCID 22711974, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Heat a mixture of 5.7 g of methyl 2-acetyl-5-hexenoate, 3.15 g of 2-aminopyridine and 0.65 g of polyphosphoric acid at 160° C. for 2 hours. Then add, in the cold state, 30 ml of water and extract the mixture using dichloromethane. The residue obtained after evaporating off the solvent is purified by chromatography on silica gel, using a mixture of dichloromethane/methanol: 98/2 as eluant.

Workup

  1. temperatureHeat
  2. extractionextract the mixture
  3. customThe residue obtained
  4. customafter evaporating off the solvent
  5. customis purified by chromatography on silica gel
  6. additiona mixture of dichloromethane/methanol

Sources & evidence

ORD record
ord-dcaed8c6b3bf4a64b99673182325a80e
Source dataset
uspto-grants-2004_06
Patent number
US06747032B2

Reaction notes

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