HCID 178439673, compound → HCID 178487494, compound

HRID 1368533Notes

Reaction equation

HRID 1368533 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:24][CH3:25])[C:17]=3[C:21]([CH3:23])=[CH2:22])[CH:12]=2)([OH:10])[CH:7]([CH3:9])[CH3:8])[N:3]=[CH:2]1>CO.[C].[Pd]>[NH:1]1[CH:5]=[C:4]([C:6]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:24][CH3:25])[C:17]=3[CH:21]([CH3:23])[CH3:22])[CH:12]=2)([OH:10])[CH:7]([CH3:9])[CH3:8])[N:3]=[CH:2]1

Participants

4

Reactant 1

HCID 178439673HCID 178439673, compound

Product 1

HCID 178487494HCID 178487494, compoundYield 45.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

1-(1H-Imidazol-4-yl)-1-[6-methoxy-5-(propen-2-yl)naphthalen-2-yl]-2-methyl-1-propanol (0.509 g) was dissolved in methanol (40 ml). To the solution was added 10% palladium carbon (0.260 g), and the mixture was stirred at room temperature for 5 h under hydrogen atmosphere (3 atoms). The catalyst was filtered off, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent, dichloromethane:methanol=50:1→20:1) to give the titled compound (0.234 g) as a colorless solid.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationconcentrated under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography (eluent, dichloromethane:methanol=50:1→20:1)

Sources & evidence

ORD record
ord-691f400cf72a444eb2617fa8435e1ff3
Source dataset
uspto-grants-2003_06
Patent number
US06573289B1

Reaction notes

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