HCID 89704786, compound → HCID 89704911, compound

HRID 928950Notes

Reaction equation

HRID 928950 reaction equation
[N:1]([C:4]1[C:19]([O:20]CC2C=CC=CC=2)=[CH:18][C:7]([C:8]([O:10]CC2C=CC=CC=2)=[O:9])=[C:6]([NH:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[F:35])[C:5]=1[F:36])=[N+]=[N-].[H][H]>CO.[Pd]>[NH2:1][C:4]1[C:19]([OH:20])=[CH:18][C:7]([C:8]([OH:10])=[O:9])=[C:6]([NH:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[F:35])[C:5]=1[F:36]

Participants

5

Reactant 2

HCID 89704786HCID 89704786, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 89704911HCID 89704911, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of benzyl 4-azido-5-benzyloxy-3-fluoro-2-((2-fluoro-phenyl)amino)benzoate (14.63 g, 30.07 mmol) in MeOH (200 mL) was added and 10% palladium on carbon (2.55 g) under nitrogen atmosphere. Then the nitrogen atmosphere was completely changed to hydrogen atmosphere. The mixture was stirred for 3 h at ambient temperature. After the insoluble matter was filtered off, the solvent was concentrated in vacuo to give the desired product, which was used directly in next step without further purification.

Workup

  1. filtrationAfter the insoluble matter was filtered off
  2. concentrationthe solvent was concentrated in vacuo

Sources & evidence

ORD record
ord-beac898ec6494b4b873f9cff7c0773d5
Source dataset
uspto-grants-2016_03
Patent number
US09290468B2

Reaction notes

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