HCID 59550888, compound → HCID 59550887, compound

HRID 1169716Notes

Reaction equation

HRID 1169716 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH3:17])(=[N:12][C:13](=[O:16])[CH2:14][CH3:15])=[O:11])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([S:10]([CH3:17])(=[N:12][C:13](=[O:16])[CH2:14][CH3:15])=[O:11])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 59550888HCID 59550888, compound

Product 1

HCID 59550887HCID 59550887, compoundYield 77.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
23 °C

Procedure

106 mg (0.41 mmol) (RS)—S-(4-nitrophenyl)-N-propionyl-S-methylsulfoximide is dissolved in 10 ml ethanol and treated with 20 mg palladium on activated charcoal (10% Pd). The mixture is stirred under hydrogen at normal pressure for 45 minutes at 23° C. The catalyst is filtered off and the solution concentrated. After chromatographic purification (silica gel, hexane/ethyl acetate (0-50% ethyl acetate)), 72 mg (77%) of the desired product is obtained.

Workup

  1. filtrationThe catalyst is filtered off
  2. concentrationthe solution concentrated
  3. customAfter chromatographic purification (silica gel, hexane/ethyl acetate (0-50% ethyl acetate))

Sources & evidence

ORD record
ord-089a0ac63ebb4eab81b7a90c307807a2
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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