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HCID 89704786, compound → HCID 89704911, compound

HRID 928922
Notes
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Reaction equation

HRID 928922 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-]>[Pd].[Ni]>[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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 89704786HCID 89704786, compound

Product 1

HCID 89704911HCID 89704911, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 23938PalladiumCatalyst

Procedure

Benzyl 4-azido-5-(benzyloxy)-3-fluoro-2-((2-fluorophenyl)amino)benzoate can be hydrogenated in the presence of appropriate catalyst (such as Pd/C, Pt, Ni). The reaction normally completes within several hours (1-12 h, prefer 3-10 h). 4-Amino-3-fluoro-2-((2-fluorophenyl)amino)-5-hydroxybenzoic acid is obtained after conventional workup.

Workup

  • customThe reaction
  • waitnormally completes within several hours
  • custom(1-12 h, prefer 3-10 h)
  • Sources & evidence

    ORD record
    ord-b491b5efe51c47bda09cad930046c1ae
    Source dataset
    uspto-grants-2016_03
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09290468B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes