HCID 67463325, compound → HCID 67460827, compound

HRID 553983Notes

Reaction equation

HRID 553983 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@@H:10]2[CH2:19][CH2:18][CH2:17][C@H:16]3[N:11]2[C:12](=[O:20])[CH2:13][CH:14]=[CH:15]3)[CH:5]=[C:6]([F:9])[C:7]=1[F:8].[H][H]>CO.[Pt]=O>[F:9][C:6]1[CH:5]=[C:4]([C@@H:10]2[CH2:19][CH2:18][CH2:17][C@H:16]3[N:11]2[C:12](=[O:20])[CH2:13][CH2:14][CH2:15]3)[CH:3]=[C:2]([F:1])[C:7]=1[F:8]

Participants

5

Reactant 2

HCID 67463325HCID 67463325, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67460827HCID 67460827, compoundYield 88.4%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

Platinum oxide (162 mg) was added to a solution of (6S,9aR)-6-(3,4,5-trifluorophenyl)-3,6,7,8,9,9a-hexahydroquinolizin-4-one (2.01 g) in methanol (50 mL), and the reaction solution was stirred in a hydrogen stream at room temperature for seven hours. The reaction solution was filtered through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 1.79 g of the title compound. The property value of the compound is as follows.

Workup

  1. filtrationThe reaction solution was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)

Sources & evidence

ORD record
ord-d3cd75c6dda14833b170286587b03839
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

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