HCID 19789261, compound → HCID 59250076, compound

HRID 2191403Notes

Reaction equation

HRID 2191403 reaction equation
[F:1][C:2]1[C:3]([N+:15]([O-])=O)=[CH:4][C:5]([N+:12]([O-])=O)=[C:6]([CH2:8][C:9]([OH:11])=[O:10])[CH:7]=1.[H][H]>CO.[Pd]>[NH2:12][C:5]1[CH:4]=[C:3]([NH2:15])[C:2]([F:1])=[CH:7][C:6]=1[CH2:8][C:9]([OH:11])=[O:10]

Participants

5

Reactant 2

HCID 19789261HCID 19789261, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59250076HCID 59250076, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(5-Fluoro-2,4-dinitro-phenyl)-acetic acid 3b (10 g, 38.7 mmol) was dissolved in 150 ml of methanol under stirring, and added with palladium on activated carbon (1.5 g, 5%) to the solution at room temperature. The reaction mixture was hydrogenated under 0.3 Mpa of hydrogen. After thin lay chromatography showed the disappearance of starting materials, the reaction mixture was filtered twice, and concentrated under reduced pressure to obtain the title compound (2,4-diamino-5-fluoro-phenyl)-acetic acid 3c (7.12 g) as a brown solid to the next step.

Workup

  1. filtrationthe reaction mixture was filtered twice
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1880473ffad24414aa85d93f1e462683
Source dataset
uspto-grants-2012_12
Patent number
US08329682B2

Reaction notes

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