HCID 58313097, compound → HCID 58313096, compound

HRID 535128Notes

Reaction equation

HRID 535128 reaction equation
[F:1][C:2]1([F:27])[CH2:26][CH2:25][C:5]2([CH2:9][N:8](C(OCC3C=CC=CC=3)=O)[C@H:7]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:6]2)[CH2:4][CH2:3]1>C(O)C.[OH-].[OH-].[Pd+2]>[F:27][C:2]1([F:1])[CH2:26][CH2:25][C:5]2([CH2:9][NH:8][C@H:7]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:6]2)[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 58313097HCID 58313097, compound

Product 1

HCID 58313096HCID 58313096, compoundYield 93.1%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a solution of 3-ethyl 2-(phenylmethyl) (3S)-8,8-difluoro-2-azaspiro[4.5]decane-2,3-dicarboxylate (114) (630 mg, 1.65 mmol) in absolute ethanol (12 mL), was added 20% Pd(OH)2 on carbon (65 mg) and the reaction hydrogenated on a Fisher-Porter apparatus for 18 h at 60 psi. The reaction was filtered through celite and concentrated in vacuo to afford the title compound as a clear oil (380 mg, 93% yield).

Workup

  1. customthe reaction hydrogenated on a Fisher-Porter apparatus for 18 h at 60 psi
  2. filtrationThe reaction was filtered through celite and
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-beaf0e1ab4bb43c5bcbcf5883fb9f1f3
Source dataset
uspto-grants-2014_10
Patent number
US08853416B2

Reaction notes

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