Methanol → (4R,9aS)-4-(3,4,5-Trifluorophenyl)hexahydropyrido[2,1-c][1,4]oxazin-6(1H)-one

HRID 16350Notes

Reaction equation

HRID 16350 reaction equation
CO.[F:3][C:4]1[CH:5]=[C:6]([C@@H:12]2[CH2:17][O:16][CH2:15][C@@H:14]3[CH:18]=[CH:19][CH2:20][C:21](=[O:22])[N:13]23)[CH:7]=[C:8]([F:11])[C:9]=1[F:10]>[H][H].[Pt]=O>[F:3][C:4]1[CH:5]=[C:6]([C@@H:12]2[CH2:17][O:16][CH2:15][C@@H:14]3[CH2:18][CH2:19][CH2:20][C:21](=[O:22])[N:13]23)[CH:7]=[C:8]([F:11])[C:9]=1[F:10]

Participants

5

Reactant 2

HCID 887MethanolHCID 67464206(4R,9aS)-4-(3,4,5-trifluorophenyl)-3,4,7,9a-tetrahydro-1H-pyrido[2,1-c][1,4]oxazin-6-one

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 178418361HCID 178418361, compoundSolvent

Procedure

Platinum oxide (20.1 mg) was added to a methanol solution (6 mL) 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). The resulting reaction solution was stirred at room temperature for 2 hr in hydrogen atmosphere and then filtered through Celite. The filtrate was concentrated under reduced pressure to give 252 mg of the title compound. The physical property values of this compound were as follows:

Workup

  1. customThe resulting reaction solution
  2. filtrationfiltered through Celite
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-35f06373a37f4b7c9cbccb1f649396bd
Source dataset
uspto-grants-2010_06
Patent number
US07737141B2

Reaction notes

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