HCID 23362247, compound → HCID 23362239, compound

HRID 1082124Notes

Reaction equation

HRID 1082124 reaction equation
[CH3:1][N:2]([CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15](/[CH:18]=[CH:19]/[C:20]([O:22][CH3:23])=[O:21])=[CH:14][CH:13]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1>CO.[Pt](=O)=O>[CH3:1][N:2]([CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21])=[CH:16][CH:17]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

4

Reactant 1

HCID 23362247HCID 23362247, compound

Product 1

HCID 23362239HCID 23362239, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

Methyl E-3-[4-[2-[N-methyl-N-(2-pyridyl)amino]ethoxy]phenyl]prop-2-enoate (7.00 g) was suspended in methanol (220 mL) and hydrogenated over platinum (IV) oxide catalyst (0.44 g total) for a total of 28 hrs. The mixture was filtered through filter aid and the solvent evaporated. The residue was chromatographed on silica gel with 1% methanol in dichloromethane as eluent to afford the title compound as a gum which was used without further purification.

Workup

  1. filtrationThe mixture was filtered
  2. filtrationthrough filter aid
  3. customthe solvent evaporated
  4. customThe residue was chromatographed on silica gel with 1% methanol in dichloromethane as eluent

Sources & evidence

ORD record
ord-f5435c4c5f55482e83c486a61c185c5c
Source dataset
uspto-grants-1996_12
Patent number
US05589492

Reaction notes

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