Sulfoxonium, trimethyl-, iodide (1:1) → HCID 11474864, compound

HRID 1026707Notes

Reaction equation

HRID 1026707 reaction equation
[C:1]([C:3](=[C:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH2:22][C@H:21]([CH2:23][NH:24][C:25](=[O:27])[CH3:26])[O:20][C:19]3=[O:28])=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)[C:4]#[N:5])#[N:2].[I-].[CH3:30][S+](C)(C)=O.CC(C)([O-])C.[K+]>CS(C)=O>[C:1]([C:3]1([C:4]#[N:5])[C:6]2([CH2:11][CH2:10][N:9]([C:12]3[CH:13]=[CH:14][C:15]([N:18]4[CH2:22][C@H:21]([CH2:23][NH:24][C:25](=[O:27])[CH3:26])[O:20][C:19]4=[O:28])=[CH:16][CH:17]=3)[CH2:8][CH2:7]2)[CH2:30]1)#[N:2]

Participants

5

Reactant 3

HCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 23665647Potassium tert-butoxideHCID 86599014HCID 86599014, compound

Product 1

HCID 11474864HCID 11474864, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared by reacting (S)—N-[3-{4-[4-dicyanomethylidene piperidin-1-yl]-phenyl}-2-oxo-1,3-oxazolidin-5-ylmethyl]-acetamide (1.0 mmol, Example D), trimethyloxosulphonium iodide (1.3 mmol), potassium tert-butoxide (1.3 mmol) in dimethylsulfoxide (10 ml) at a temperature 25° C. for 14 hours in 52% yield.

Workup

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

Sources & evidence

ORD record
ord-79223a33f72649229699b0b8cefdabee
Source dataset
uspto-grants-2014_05
Patent number
US08729269B2

Reaction notes

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