HCID 22176546, compound → HCID 22176571, compound

HRID 1797200Notes

Reaction equation

HRID 1797200 reaction equation
[OH:1][C:2]([C:12]1[CH:17]=[CH:16][C:15]([O:18]CC2C=CC=CC=2)=[CH:14][CH:13]=1)([CH3:11])[CH2:3][NH:4][S:5]([CH:8]([CH3:10])[CH3:9])(=[O:7])=[O:6].[H][H]>C(OCC)(=O)C.[Pd]>[OH:1][C:2]([C:12]1[CH:13]=[CH:14][C:15]([OH:18])=[CH:16][CH:17]=1)([CH3:11])[CH2:3][NH:4][S:5]([CH:8]([CH3:10])[CH3:9])(=[O:7])=[O:6]

Participants

5

Reactant 2

HCID 22176546HCID 22176546, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22176571HCID 22176571, compoundYield 109.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3.00 g of {2-hydroxy-2-[4-(phenylmethoxy)phenyl]propyl}[(methylethyl)sulfonyl]amine (prepared in example 32) and 3.10 g. of 10% Pd/C in ethyl acetate (300 mL) were subjected to a hydrogen atmosphere while shaking at 60 psi's for 4 hours. Solution was filtered through a Celite mat and the resulting filtrate was concentrated under reduced vacuum to yield intermediate title compound (2.48 g, 100%) as a foam. This material slowly crystallized and was used without further purification. Ion spray M.S. 272.1 (M*−1).

Workup

  1. filtrationSolution was filtered through a Celite mat
  2. concentrationthe resulting filtrate was concentrated under reduced vacuum

Sources & evidence

ORD record
ord-56e91cd7f2454783a0a34a6a39bbe7a9
Source dataset
uspto-grants-2006_04
Patent number
US07034045B1

Reaction notes

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