2-(benzyloxy)-N-(5-cyano-2-fluoro-3-hydroxy-6-methylbiphenyl-4-yl)acetamide → N-(5-Cyano-2-fluoro-3-hydroxy-6-methyl-biphenyl-4-yl)-2-hydroxyacetamide

HRID 17510Notes

Reaction equation

HRID 17510 reaction equation
C([O:8][CH2:9][C:10]([NH:12][C:13]1[C:18]([C:19]#[N:20])=[C:17]([CH3:21])[C:16]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:15]([F:28])[C:14]=1[OH:29])=[O:11])C1C=CC=CC=1>[C].[Pd].C(O)C>[C:19]([C:18]1[C:13]([NH:12][C:10](=[O:11])[CH2:9][OH:8])=[C:14]([OH:29])[C:15]([F:28])=[C:16]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:17]=1[CH3:21])#[N:20]

Participants

4

Reactant 1

HCID 866308382-(benzyloxy)-N-(5-cyano-2-fluoro-3-hydroxy-6-methylbiphenyl-4-yl)acetamide

Product 1

HCID 86630863N-(5-Cyano-2-fluoro-3-hydroxy-6-methyl-biphenyl-4-yl)-2-hydroxyacetamide

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A catalyst 10%-palladium carbon (40.0 mg) was added to an ethanol (10 ml) solution of 2-(benzyloxy)-N-(5-cyano-2-fluoro-3-hydroxy-6-methylbiphenyl-4-yl)acetamide (I-89) (120 mg, 0.307 mmol), followed by stirring under hydrogen atmosphere at room temperature for 15 hours. After the reaction, the insoluble matter was removed by filtration, the filtrate was concentrated under reduced pressure to obtain the entitled compound. Not purified, this was used in the next reaction as such.

Workup

  1. customAfter the reaction
  2. customthe insoluble matter was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customto obtain the entitled compound
  5. customNot purified
  6. customthis was used in the next reaction as such

Sources & evidence

ORD record
ord-648b7b07cd4b472093af3e33c292ca65
Source dataset
uspto-grants-2010_06
Patent number
US07737166B2

Reaction notes

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