8-fluoro-5-nitroisoquinoline → HCID 45090764, compound

HRID 1181403Notes

Reaction equation

HRID 1181403 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-])=O)=[C:6]2[C:11]=1[CH:10]=[N:9][CH:8]=[CH:7]2.[H][H]>CO.[Pd]>[F:1][C:2]1[C:11]2[CH:10]=[N:9][CH:8]=[CH:7][C:6]=2[C:5]([NH2:12])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 670018188-fluoro-5-nitroisoquinolineHCID 178418361HCID 178418361, compound

Product 1

HCID 45090764HCID 45090764, compoundYield 40.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a nitrogen flushed solution of 8-fluoro-5-nitroisoquinoline (Description 42; 1.33 g, 6.9 mmol) in methanol (100 ml) was added 10% palladium on carbon (500 mg) and the resulting mixture stirred under a balloon of hydrogen for 3.5 hours. The catalyst was removed by filtration and the filtrate evaporated to dryness. The residue was purifted by MPLC (Biotage Flash™ 40) eluting with 2% MeOH in dichloromethane to give the title compound (450 mg, 40%) as a yellow solid.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate evaporated to dryness
  3. washeluting with 2% MeOH in dichloromethane

Sources & evidence

ORD record
ord-8da809e3d33542c9a8a9991cf753f64a
Source dataset
uspto-grants-2007_10
Patent number
US07285563B2

Reaction notes

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