Sodium Methoxide → 3-Methoxy-6-(pyridin-4-yl)pyridazine

HRID 1786665Notes

Reaction equation

HRID 1786665 reaction equation
[CH3:1][O-:2].[Na+].Cl[C:5]1[N:6]=[N:7][C:8]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)=[CH:9][CH:10]=1>CO>[CH3:1][O:2][C:5]1[N:6]=[N:7][C:8]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 130594283-Chloro-6-(pyridin-4-yl)pyridazine

Product 1

HCID 230924783-Methoxy-6-(pyridin-4-yl)pyridazine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

63 ml of a 32% sodium methoxide solution in methanol are added to a solution of 57 g 3-Chloro-6-pyridin-4-yl-pyridazine in methanol, and the reaction mixture is stirred under reflux for 1.5 h. The solvent is removed under reduced pressure, the residue suspended in 0.7 L water and the pH adjusted to 7. Extraction with dichloromethane yielded 57 g 3-Methoxy-6-pyridin-4-yl-pyridazine, which is used without further purification.

Workup

  1. temperatureunder reflux for 1.5 h
  2. customThe solvent is removed under reduced pressure
  3. extractionExtraction with dichloromethane

Sources & evidence

ORD record
ord-62fd159e83e5416fbdff63e700088ba2
Source dataset
uspto-grants-2009_03
Patent number
US07507734B2

Reaction notes

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