HCID 178505495, compound → HCID 178505496, compound

HRID 1935751Notes

Reaction equation

HRID 1935751 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([C:17]3[N:18]=[CH:19][NH:20][CH:21]=3)=[CH:9]2)=[CH:4][CH:3]=1>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]([C:17]3[N:18]=[CH:19][NH:20][CH:21]=3)[CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 178505495HCID 178505495, compound

Product 1

HCID 178505496HCID 178505496, compound

Reagents, catalysts & solvents 1

HCID 702EthanolCatalyst

Procedure

The mixture of the isomers of 4-[3-(4-fluorophenyl)-3H-inden-1-yl]-1H-imidazole was hydrogenated in ethanol using 10% palladium on charcoal as a catalyst. The mixture was filtered through Celite, and the solvent was evaporated. The crude 4-[3-(4-fluorophenyl)-2,3-dihydro-1H-inden-1-yl]-1H-imidazole which was the mixture of the cis and trans diastereomers (the ratio 95.5:4.5) was purified by flash chromatography (elution with a dichloromethane-methanol gradient).

Workup

  1. filtrationThe mixture was filtered through Celite
  2. customthe solvent was evaporated
  3. additionthe mixture of the cis and trans diastereomers (the ratio 95.5:4.5)
  4. customwas purified by flash chromatography (
  5. washelution with a dichloromethane-methanol gradient)

Sources & evidence

ORD record
ord-8b757316d6354afd9cc09e4c24209f16
Source dataset
uspto-grants-2002_05
Patent number
US06388090B2

Reaction notes

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