Sulfoxonium, trimethyl-, iodide (1:1) → HCID 11270450, compound

HRID 2247056Notes

Reaction equation

HRID 2247056 reaction equation
[C:1]([CH:6]=[C:7]1[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][NH:25][C:26](=[O:28])[CH3:27])[O:21][C:20]3=[O:29])=[CH:15][C:14]=2[F:30])[CH2:9][CH2:8]1)([O:3][CH2:4][CH3:5])=[O:2].[I-].[CH3:32][S+](C)(C)=O.CC(C)([O-])C.[K+]>CS(C)=O>[C:1]([CH:6]1[C:7]2([CH2:8][CH2:9][N:10]([C:13]3[CH:18]=[CH:17][C:16]([N:19]4[CH2:23][C@H:22]([CH2:24][NH:25][C:26](=[O:28])[CH3:27])[O:21][C:20]4=[O:29])=[CH:15][C:14]=3[F:30])[CH2:11][CH2:12]2)[CH2:32]1)([O:3][CH2:4][CH3:5])=[O:2]

Participants

5

Reactant 3

HCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 10364769HCID 10364769, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 11270450HCID 11270450, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared by reacting (S)-N-[3-{4-[4-carboethoxymethylidenepiperidin-1-yl]-3-fluorophenyl}-2-oxo-1,3-oxazolidin-5-ylmethyl]-acetamide (1.0 mmol, Example E), trimethyloxosulphonium iodide (1.3 mmol), potassium tert-butoxide (1.3 mmol) in dimethylsulfoxide (10 ml) at a temperature 25° C. for 14 hours in 61% yield.

Workup

  1. customat a temperature 25° C.
  2. customfor 14 hours

Sources & evidence

ORD record
ord-79904826ea574d969261a01e633aafd3
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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