Sodium Azide → HCID 86591692, compound

HRID 750900Notes

Reaction equation

HRID 750900 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].[CH3:5][O:6][C:7]1([O:32][CH3:33])[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][CH:14]=2)[CH2:9][CH:8]1[F:31]>CN(C)C=O>[CH3:5][O:6][C:7]1([O:32][CH3:33])[CH2:12][CH2:11][N:10]([C:13]2[CH:14]=[CH:15][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:17][CH:18]=2)[CH2:9][CH:8]1[F:31]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 86591693HCID 86591693, compound

Product 1

HCID 86591692HCID 86591692, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

The mixture of sodium azide (88.5 mmol) and (R)-{3-[4-(4,4-dimethoxy-3-fluoropiperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-methanesulfonate (29.6 mmol) in dimethylformamide (75 ml) 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-57304b70137243c09510eda880a9e82c
Source dataset
uspto-grants-2008_07
Patent number
US07405228B2

Reaction notes

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