5-Dibenzylamino-6-fluoro-N-methyl-N-propyl-isophthalamic acid ethyl ester → 5-Amino-6-fluoro-N-methyl-N-propyl-isophthalamic acid ethyl ester

HRID 1436720Notes

Reaction equation

HRID 1436720 reaction equation
[CH2:1]([O:3][C:4](=[O:34])[C:5]1[C:17]([F:18])=[C:16]([N:19](CC2C=CC=CC=2)CC2C=CC=CC=2)[CH:15]=[C:7]([C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])=[O:9])[CH:6]=1)[CH3:2].[H][H]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:34])[C:5]1[C:17]([F:18])=[C:16]([NH2:19])[CH:15]=[C:7]([C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])=[O:9])[CH:6]=1)[CH3:2]

Participants

5

Reactant 2

HCID 688144355-Dibenzylamino-6-fluoro-N-methyl-N-propyl-isophthalamic acid ethyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 688151445-Amino-6-fluoro-N-methyl-N-propyl-isophthalamic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Dissolve 5-dibenzylamino-6-fluoro-N-methyl-N-propyl-isophthalamic acid ethyl ester (275 mg, 0.595 mmol) in ethanol (6 mL). Add 10% Pd/C to the solution (50 mg). Stir the black slurry under a balloon containing hydrogen gas for 2.5 days. Filter the slurry through a pad of filtering agent and wash with ethanol. Concentrate the filtrate to give the title compound as a crude product.

Workup

  1. filtrationFilter the slurry through a pad
  2. filtrationof filtering agent
  3. washwash with ethanol
  4. concentrationConcentrate the filtrate

Sources & evidence

ORD record
ord-514c543eead84b768468b1e53b275b75
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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