(Diethylamino)sulfur trifluoride → HCID 11153350, compound

HRID 2247013Notes

Reaction equation

HRID 2247013 reaction equation
[F:1][C:2]1([CH2:26]O)[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:18][C@H:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][C:15]3=[O:24])=[CH:10][C:9]=2[F:25])[CH2:4][CH2:3]1.CCN(S(F)(F)[F:34])CC>COCCOCCOC>[F:1][C:2]1([CH2:26][F:34])[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:18][C@H:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][C:15]3=[O:24])=[CH:10][C:9]=2[F:25])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 11153293HCID 11153293, compound

Product 1

HCID 11153350HCID 11153350, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

The title compound was prepared by reacting (S)-N-{3-[4-(4-fluoro-4-hydroxymethylpiperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (1.0 mmol) with DAST (1.25 mmol) in diglyme (10 ml) at a temperature 0° C. for two hours and by purifying the compound by silica gel column chromatography in 24% yield.

Workup

  1. customat a temperature 0° C.
  2. customfor two hours
  3. customby purifying the compound by silica gel column chromatography in 24% yield

Sources & evidence

ORD record
ord-9ae1203173e0450cb7e768332dc352af
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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