Sulfoxonium, trimethyl-, iodide (1:1) → HCID 11475407, compound

HRID 2247055Notes

Reaction equation

HRID 2247055 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][C:13]=2[F:29])[CH2:8][CH2:7]1)[C:4]#[N:5])#[N:2].[I-].[CH3:31][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:17]=[CH:16][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:14][C:13]=3[F:29])[CH2:8][CH2:7]2)[CH2:31]1)#[N:2]

Participants

5

Reactant 3

HCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 10340744HCID 10340744, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 11475407HCID 11475407, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared by reacting (S)-N-[3-{4-[4-dicyanomethylidenepiperidin-1-yl]-3-fluorophenyl}-2-oxo-1,3-oxazolidin-5-ylmethyl]-acetamide (1.0 mmol, Example C), trimethyloxosulphonium iodide (1.3 mmol), potassium tert-butoxide (1.3 mmol) in dimethylsulfoxide (10 ml) at a temperature 25° C. for 14 hours in 57% yield.

Workup

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

Sources & evidence

ORD record
ord-de3b43d2ecb147fcb6fdd25089376b6e
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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