HCID 86591700, compound → HCID 69315393, compound

HRID 750916Notes

Reaction equation

HRID 750916 reaction equation
[CH3:1][O:2][C:3]1([O:27][CH3:28])[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][C:4]1([F:26])[F:25]>[Pd].C(OCC)(=O)C>[CH3:28][O:27][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][C:4]1([F:26])[F:25]

Participants

4

Reactant 1

HCID 86591700HCID 86591700, compound

Product 1

HCID 69315393HCID 69315393, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The suspension of (S)-{3-[4-(4,4-dimethoxy-3,3-difluoropiperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-azide (10 mmol) and 10% palladium on carbon (0.15 g) was in ethyl acetate 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 88% 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-ec4a999694084d84839b3f33d677349f
Source dataset
uspto-grants-2008_07
Patent number
US07405228B2

Reaction notes

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