Ethyl Acetate → HCID 59011486, compound

HRID 501259Notes

Reaction equation

HRID 501259 reaction equation
[CH:1]1([N:4]2[CH2:8][CH2:7][NH:6][S:5]2(=[O:10])=[O:9])[CH2:3][CH2:2]1.F[C:12]1[C:21]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[C:14]([CH3:26])[CH:13]=1.C([O-])([O-])=O.[Cs+].[Cs+].CC(=O)OCC>CN(C=O)C>[CH:1]1([N:4]2[S:5](=[O:10])(=[O:9])[N:6]([C:12]3[C:21]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[C:14]([CH3:26])[CH:13]=3)[CH2:7][CH2:8]2)[CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 10538364Methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoateHCID 59011487HCID 59011487, compound

Product 1

HCID 59011486HCID 59011486, compoundYield 47.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

203 mg of 2-cyclopropyl-[1,2,5]thiadiazolidine 1,1-dioxide, 308 mg of methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoate and 2.44 g of Cs2CO3 were stirred in 25 ml of anhydrous DMF at 80° C. for 5 hours. Standing at RT for 2 days was followed by dilution with 200 ml of EA and washing 3 times with 20 ml of water each time. After drying over Na2SO4, the solvent was removed in vacuo. Chromatography on silica gel with DIP afforded 230 mg of an amorphous solid.

Workup

  1. washwashing 3 times with 20 ml of water each time
  2. dry with materialAfter drying over Na2SO4
  3. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-0f1cd03a71454867b1d480444d3ac576
Source dataset
uspto-grants-2010_08
Patent number
US07772262B2

Reaction notes

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