4-Chloro-6-methoxy-7-methyl-quinoline → 6-Methoxy-7-methylquinoline

HRID 228867

Reaction equation

HRID 228867 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH3:14])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1>[C].[Pd]>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[CH3:14])[N:5]=[CH:4][CH:3]=[CH:2]2

Participants

3

Reactant 1

HCID 230785384-Chloro-6-methoxy-7-methyl-quinoline

Product 1

HCID 155348986-Methoxy-7-methylquinolineYield 33.3%

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

4-Chloro-6-methoxy-7-methyl-quinoline (10.8 g) was dissolved in diisopropylethylamine/IMS (7.4 g/100 ml), 5% palladium carbon (0.5 g) was added to the solution, and the mixture was stirred under a hydrogen gas atmosphere at room temperature overnight. The reaction solution was filtered, and the solvent was then removed by distillation under the reduced pressure to give 6-methoxy-7-methyl-quinoline (3 g, yield 33%).

Workup

  1. filtrationThe reaction solution was filtered
  2. customthe solvent was then removed by distillation under the reduced pressure

Sources & evidence

ORD record
ord-d0e1c8d8baa846909919a653af09acd9
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Linked notes

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