HCID 22349896, compound → HCID 22349880, compound

HRID 896713Notes

Reaction equation

HRID 896713 reaction equation
C(OC([NH:11][C:12]([C:15]1[CH:20]=[CH:19][C:18]([C:21]2[C:22]([C:28]([O:30][CH3:31])=[O:29])=[C:23]([F:27])[CH:24]=[CH:25][CH:26]=2)=[CH:17][CH:16]=1)([CH3:14])[CH3:13])=O)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[NH2:11][C:12]([C:15]1[CH:20]=[CH:19][C:18]([C:21]2[C:22]([C:28]([O:30][CH3:31])=[O:29])=[C:23]([F:27])[CH:24]=[CH:25][CH:26]=2)=[CH:17][CH:16]=1)([CH3:14])[CH3:13]

Participants

5

Reactant 2

HCID 22349896HCID 22349896, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22349880HCID 22349880, compoundYield 88.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Methyl 4′-(1-{[(benzyloxy)carbonyl]amino}-1-methylethyl)-3-fluoro-1,1′-biphenyl-2-carboxylate (0.25 g, 0.59 mmol) was dissolved in 6.0 mL of anhydrous ethanol. Pd/C (90 mg) was then added and the nitrogen atmosphere was exchanged for hydrogen. The reaction mixture was allowed to stir for 72 hours. After filtration though celite, the ethanol was removed under reduced pressure to yield 0.15 grams of methyl 4′-(1-amino-1-methylethyl)-3-fluoro-1,1′-biphenyl-2-carboxylate which was of sufficient purity to use directly in the next reaction.

Workup

  1. filtrationAfter filtration though celite
  2. customthe ethanol was removed under reduced pressure

Sources & evidence

ORD record
ord-b5bd335bdbb54389b61a01cd83c742b0
Source dataset
uspto-grants-2005_07
Patent number
US06919343B2

Reaction notes

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