HCID 20355587, compound → 1263299-46-2

HRID 1191643Notes

Reaction equation

HRID 1191643 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5]([CH3:11])=[CH:4][C:3]=1[O:12][CH3:13]>O1CCCC1CCO.[Pd]>[F:1][C:2]1[C:3]([O:12][CH3:13])=[CH:4][C:5]([CH3:11])=[C:6]([CH:7]=1)[NH2:8]

Participants

4

Reactant 1

HCID 20355587HCID 20355587, compound

Product 1

HCID 696709381263299-46-2Yield 101.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 119895722-(Oxolan-2-yl)ethan-1-olSolvent

Procedure

To a solution of 2-fluoro-5-methyl-4-nitroanisole (100 mg) in tetrahydrofuran-ethanol (1/1, 3 mL) was added 10% palladium on carbon powder (56.5 wt % aqueous, 30 mg) under cooling with ice, and the mixture was stirred at room temperature for 5 hours under a hydrogen atmosphere. The reaction mixture was filtered through celite (registered trademark). The filtrate was concentrated under reduced pressure to obtain the title compound (84.8 mg).

Workup

  1. temperatureunder cooling with ice
  2. filtrationThe reaction mixture was filtered through celite (registered trademark)
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e5ccc2f0bf274ebfadcad3798ef7bbc5
Source dataset
uspto-grants-2014_03
Patent number
US08680120B2

Reaction notes

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