8-Bromo-6-fluoro-5-methoxy-2-methylquinoline → HCID 22326644, compound

HRID 495439Notes

Reaction equation

HRID 495439 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5](Br)[CH:6]=[C:7]([F:14])[C:8]=2[O:12][CH3:13])[N:3]=1>C(O)C.[Pd]>[F:14][C:7]1[C:8]([O:12][CH3:13])=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([CH3:1])[CH:11]=[CH:10]2

Participants

4

Reactant 1

HCID 223267328-Bromo-6-fluoro-5-methoxy-2-methylquinoline

Product 1

HCID 22326644HCID 22326644, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-methyl-5-methoxy-6-fluoro-8-bromoquinoline (2.95 g, 10.9 mmol) in ethanol (100 ml) was charged with 10% palladium on charcoal (250 g) and stirred at room temperature and pressure under an atmosphere of hydrogen for 2 h. The mixture was then filtered through a pad of kieselguhr and the filtrate evaporated in vacuo to give the title compound as a brown solid (2.09 g, 100%).

Workup

  1. filtrationThe mixture was then filtered through a pad of kieselguhr
  2. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-a3e83279e57544f3ad0ed44970883c86
Source dataset
uspto-grants-2005_09
Patent number
US06939871B2

Reaction notes

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