Sodium Azide → HCID 86591696, compound

HRID 750909Notes

Reaction equation

HRID 750909 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].[CH3:5][O:6][C:7]1([O:33][CH3:34])[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:23][C@@H:22]([CH2:24]CS([O-])(=O)=O)[O:21][C:20]3=[O:30])=[CH:15][C:14]=2[F:31])[CH2:9][CH:8]1[F:32]>CN(C)C=O>[CH3:34][O:33][C:7]1([O:6][CH3:5])[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:23][C@@H:22]([CH2:24][N:1]=[N+:2]=[N-:3])[O:21][C:20]3=[O:30])=[CH:15][C:14]=2[F:31])[CH2:9][CH:8]1[F:32]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 86591697HCID 86591697, compound

Product 1

HCID 86591696HCID 86591696, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

The mixture of sodium azide (67.0 mmol) and (R)-{3-[4-(4,4-dimethoxy-3-fluoropiperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-methanesulfonate (27.0 mmol) in dimethylformamide was heated at 70° C. for 14 hours. The reaction mixture was poured on ice cold water, and the solid was filtered to afford title compound in 78% yield.

Workup

  1. additionThe reaction mixture was poured on ice cold water
  2. filtrationthe solid was filtered

Sources & evidence

ORD record
ord-6e8af273168244ecb66874c1697820b1
Source dataset
uspto-grants-2008_07
Patent number
US07405228B2

Reaction notes

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