HCID 67464288, compound → HCID 67462890, compound

HRID 553980Notes

Reaction equation

HRID 553980 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@@H:9]2[CH2:18][CH2:17][CH2:16][C@H:15]3[N:10]2[C:11](=[O:19])[CH2:12][CH:13]=[CH:14]3)[CH:5]=[CH:6][C:7]=1[F:8].[H][H]>CO.[Pt]=O>[F:1][C:2]1[CH:3]=[C:4]([C@@H:9]2[CH2:18][CH2:17][CH2:16][C@H:15]3[N:10]2[C:11](=[O:19])[CH2:12][CH2:13][CH2:14]3)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 2

HCID 67464288HCID 67464288, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67462890HCID 67462890, compoundYield 71.1%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

Platinum oxide (48 mg) was added to a solution of (6S,9aR)-6-(3,4-difluorophenyl)-3,6,7,8,9,9a-hexahydroquinolizin-4-one (558 mg) in methanol (15 mL), and the reaction solution was stirred in a hydrogen stream at room temperature for three 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 400 mg 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-2359b5fbfcc243359de098ff73d1ff88
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

Loading…