methyl (4R*,9aS*)-6-oxo-4-(3,4,5-trifluorophenyl)-1,3,4,6,7,9a-hexahydropyrido[1,2-a]pyrazine-2-carboxylate → methyl (4R*,9aS*)-6-oxo-4-(3,4,5-trifluorophenyl)octahydropyrido[1,2-a]pyrazine-2-carboxylate

HRID 554009Notes

Reaction equation

HRID 554009 reaction equation
[O:1]=[C:2]1[N:7]2[C@H:8]([C:16]3[CH:21]=[C:20]([F:22])[C:19]([F:23])=[C:18]([F:24])[CH:17]=3)[CH2:9][N:10]([C:12]([O:14][CH3:15])=[O:13])[CH2:11][C@@H:6]2[CH:5]=[CH:4][CH2:3]1.[H][H]>CO.[Pt]=O>[O:1]=[C:2]1[N:7]2[C@H:8]([C:16]3[CH:17]=[C:18]([F:24])[C:19]([F:23])=[C:20]([F:22])[CH:21]=3)[CH2:9][N:10]([C:12]([O:14][CH3:15])=[O:13])[CH2:11][C@@H:6]2[CH2:5][CH2:4][CH2:3]1

Participants

5

Reactant 2

HCID 67463345methyl (4R*,9aS*)-6-oxo-4-(3,4,5-trifluorophenyl)-1,3,4,6,7,9a-hexahydropyrido[1,2-a]pyrazine-2-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 67464787methyl (4R*,9aS*)-6-oxo-4-(3,4,5-trifluorophenyl)octahydropyrido[1,2-a]pyrazine-2-carboxylate

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

Platinum oxide (10 mg) was added to a solution of methyl (4R*,9aS*)-6-oxo-4-(3,4,5-trifluorophenyl)-1,3,4,6,7,9a-hexahydropyrido[1,2-a]pyrazine-2-carboxylate obtained by performing the above method again (292 mg) in methanol (5 mL), and the reaction solution was stirred in a hydrogen atmosphere at room temperature for three hours. The reaction solution was filtered through celite, and the filtrate was concentrated under reduced pressure to obtain 255 mg of the title compound. The property values of the compound are as follows.

Workup

  1. customobtained
  2. filtrationThe reaction solution was filtered through celite
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-355aeead3eef4b49bb757af2662f82f6
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

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