HCID 86591692, compound → HCID 69315286, compound

HRID 750902Notes

Reaction equation

HRID 750902 reaction equation
[CH3:1][O:2][C:3]1([O:26][CH3:27])[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:19][C@@H:18]([CH2:20][N:21]=[N+]=[N-])[O:17][C:16]3=[O:24])=[CH:11][CH:10]=2)[CH2:5][CH:4]1[F:25]>[Pd].C(OCC)(=O)C>[CH3:27][O:26][C:3]1([O:2][CH3:1])[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:19][C@H:18]([CH2:20][NH2:21])[O:17][C:16]3=[O:24])=[CH:11][CH:10]=2)[CH2:5][CH:4]1[F:25]

Participants

4

Reactant 1

HCID 86591692HCID 86591692, compound

Product 1

HCID 69315286HCID 69315286, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The suspension of (S)-{3-[4-(4,4-dimethoxy-3-fluoropiperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-azide (25.2 mmol) and 10% palladium on carbon (1.0 g) was in ethyl acetate (150 ml) was stirred at a room temperature under hydrogen atmosphere for 10 hours. The reaction mixture was filtered and the filtrate was concentrated to give a residue, which was purified on silica gel column chromatography to provide title compound in 89% yield.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. customto give a residue, which
  4. customwas purified on silica gel column chromatography

Sources & evidence

ORD record
ord-1bba178a8e9a4f0a9b3bf610382be1de
Source dataset
uspto-grants-2008_07
Patent number
US07405228B2

Reaction notes

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