HCID 72529807, compound → HCID 59202217, compound

HRID 1685821Notes

Reaction equation

HRID 1685821 reaction equation
[O:1]=[S:2]1(=[O:19])[CH2:6][CH2:5][CH2:4][C:3]1=[CH:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH3:18])[C:15]([OH:17])=[O:16])=[CH:10][CH:9]=1>CO.[Pd]>[O:1]=[S:2]1(=[O:19])[CH2:6][CH2:5][CH2:4][CH:3]1[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH3:18])[C:15]([OH:17])=[O:16])=[CH:10][CH:9]=1

Participants

4

Reactant 1

HCID 72529807HCID 72529807, compound

Product 1

HCID 59202217HCID 59202217, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-[4-(1,1-Dioxotetrahydro-1λ6-thiophen-2-ylidenemethyl)phenyl]propionic acid (90 mg) obtained in Example 41 was dissolved in methanol (2.0 ml), and to the solution was added 5% palladium/activated carbon (20 mg), and the mixture was stirred for 1 hour under hydrogen flow. The reaction mixture was filtered, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (hexane/ethyl acetate=1/2) to give the title compound (63 mg, 70%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by column chromatography (hexane/ethyl acetate=1/2)

Sources & evidence

ORD record
ord-5040b73316e94edca44bd6e69e547ecd
Source dataset
uspto-grants-2012_04
Patent number
US08148421B2

Reaction notes

Loading…