(4R,9aS)-4-(3,4,5-trifluorophenyl)-3,4,7,9a-tetrahydro-1H-pyrido[2,1-c][1,4]oxazin-6-one → (4R,9aS)-4-(3,4,5-Trifluorophenyl)hexahydropyrido[2,1-c][1,4]oxazin-6(1H)-one

HRID 553959Notes

Reaction equation

HRID 553959 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@@H:10]2[CH2:15][O:14][CH2:13][C@@H:12]3[CH:16]=[CH:17][CH2:18][C:19](=[O:20])[N:11]23)[CH:5]=[C:6]([F:9])[C:7]=1[F:8].[H][H]>CO.[Pt]=O>[F:1][C:2]1[CH:3]=[C:4]([C@@H:10]2[CH2:15][O:14][CH2:13][C@@H:12]3[CH2:16][CH2:17][CH2:18][C:19](=[O:20])[N:11]23)[CH:5]=[C:6]([F:9])[C:7]=1[F:8]

Participants

5

Reactant 2

HCID 67464206(4R,9aS)-4-(3,4,5-trifluorophenyl)-3,4,7,9a-tetrahydro-1H-pyrido[2,1-c][1,4]oxazin-6-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 44124045(4R,9aS)-4-(3,4,5-Trifluorophenyl)hexahydropyrido[2,1-c][1,4]oxazin-6(1H)-oneYield 100.1%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

Platinum oxide (20.1 mg) was added to a solution of (4R,9aS)-4-(3,4,5-trifluorophenyl)-3,4,7,9a-tetrahydro-1H-pyrido[2,1-c][1,4]oxazin-6-one (250 mg) in methanol (6 mL), and the reaction solution was stirred in a hydrogen atmosphere at room temperature for two hours. The reaction solution was filtered through celite, and the filtrate was concentrated under reduced pressure to obtain 252 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

Sources & evidence

ORD record
ord-f59087ee1c8a48f3b6475732131d0718
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

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