(Diethylamino)sulfur trifluoride → HCID 68697566, compound

HRID 2247009Notes

Reaction equation

HRID 2247009 reaction equation
[CH3:1][N:2]([C:4]1(O)[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([N:16]3[CH2:20][C@H:19]([CH2:21][NH:22][C:23](=[O:25])[CH3:24])[O:18][C:17]3=[O:26])=[CH:12][C:11]=2[F:27])[CH:6]([CH3:28])[CH2:5]1)[CH3:3].CCN(S(F)(F)[F:36])CC>ClCCl>[F:36][C:4]1([N:2]([CH3:3])[CH3:1])[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([N:16]3[CH2:20][CH:19]([CH2:21][NH:22][C:23](=[O:25])[CH3:24])[O:18][C:17]3=[O:26])=[CH:12][C:11]=2[F:27])[CH:6]([CH3:28])[CH2:5]1

Participants

4

Reactant 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 68694125HCID 68694125, compound

Product 1

HCID 68697566HCID 68697566, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by reacting (S)-N-{3-[4-(4-(N,N-dimethylamino)-methyl-4-hydroxypiperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (1.22 mmol) with DAST (1.53 mmol) in dichloromethane (10 ml) at a temperature 0° C. for one hour and by purifying the compound by silica gel column chromatography in 62% yield.

Workup

  1. customat a temperature 0° C.
  2. customfor one hour
  3. customby purifying the compound by silica gel column chromatography in 62% yield

Sources & evidence

ORD record
ord-8e024d352e5444dfa43f90deb793b32e
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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