HCID 67526446, compound → HCID 18408532, compound

HRID 992995Notes

Reaction equation

HRID 992995 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[S:14][CH:15]=[C:16]([CH:18]=[CH:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:17]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[S:14][CH:15]=[C:16]([CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:17]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]

Participants

4

Reactant 1

HCID 67526446HCID 67526446, compound

Product 1

HCID 18408532HCID 18408532, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Ethyl 3-[2-(3,4,5-trimethoxyphenyl)thiazol-4-yl]propenoate (1.65 g) was suspended in methanol (20 mL), 10% palladium on carbon (800 mg) was added to the suspension under an argon atmosphere, and the mixture was stirred at room temperature under a hydrogen amosphere. The reaction mixture was filtered, the filtrate was concentrated, and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=3:1 to 1:1) to obtain the title compound.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. customthe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=3:1 to 1:1)

Sources & evidence

ORD record
ord-d5074739e0e44596afed76424bfe3050
Source dataset
uspto-grants-2002_10
Patent number
US06472386B1

Reaction notes

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