(Diethylamino)sulfur trifluoride → HCID 11315865, compound

HRID 2247011Notes

Reaction equation

HRID 2247011 reaction equation
O[C:2]1([CH2:26][O:27][CH2:28][CH3:29])[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:36])CC>ClCCl>[F:36][C:2]1([CH2:26][O:27][CH2:28][CH3:29])[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 11429747HCID 11429747, compound

Product 1

HCID 11315865HCID 11315865, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by reacting (S)-N-{3-[4-(4-hydroxy-4-ethoxymethylpiperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (1.37 mmol) with DAST (4.10 mmol) in dichloromethane (10 ml) at a temperature 0° C. for one hour and by purifying the compound by silica gel column chromatography in 65% yield.

Workup

  1. customat a temperature 0° C.
  2. customfor one hour
  3. customby purifying the compound by silica gel column chromatography in 65% yield

Sources & evidence

ORD record
ord-e23c241899e0410d805d9df855b705d6
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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