HCID 131728130, compound → HCID 131728131, compound

HRID 2238683Notes

Reaction equation

HRID 2238683 reaction equation
[C:1]([O:5][C:6](=[O:28])[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH2:17][CH2:18][N:19]([C:22](=[O:27])[C:23]([F:26])([F:25])[F:24])[CH2:20][CH:21]=2)=[CH:12][CH:11]=1)[CH3:9])([CH3:4])([CH3:3])[CH3:2].[H][H]>O1CCCC1.[C].[Pd]>[C:1]([O:5][C:6](=[O:28])[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[CH2:17][CH2:18][N:19]([C:22](=[O:27])[C:23]([F:25])([F:26])[F:24])[CH2:20][CH2:21]2)=[CH:12][CH:11]=1)[CH3:9])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 2

HCID 131728130HCID 131728130, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 131728131HCID 131728131, compoundYield 106.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

50 mg of the t-butyl((1S)-1-{4-[1-(trifluoroacetyl)-1,2,3,6-tetrahydropyridin-4-yl]phenyl}ethyl)carbamate [154-3] was dissolved in 3 mL of tetrahydrofuran, then a catalytic amount of 10% palladiumcarbon catalyst was added thereto, and stirred at room temperature for 1 hour in a hydrogen atmosphere. The insolubles were filtered through celite, the filtrate was concentrated under reduced pressure, and 53.3 mg of t-butyl((1S)-1-{4-[1-(trifluoroacetyl)piperidin-4-yl]phenyl}ethyl)carbamate [155-1] was obtained as a white solid.

Workup

  1. filtrationThe insolubles were filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-930805f185cf441c9c0674cbea6c542a
Source dataset
uspto-grants-2010_05
Patent number
US07718801B2

Reaction notes

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