HCID 131723066, compound → HCID 131723067, compound

HRID 1249948Notes

Reaction equation

HRID 1249948 reaction equation
[F:1][C:2]([F:38])([F:37])[CH2:3][NH:4][C:5]([CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:16]CC3C=CC=CC=3)[CH:13]=2)[N:8]1[C:24](=[O:36])[C@@H:25]([NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:26][CH3:27])=[O:6]>C(OCC)(=O)C.[Pd]>[F:38][C:2]([F:1])([F:37])[CH2:3][NH:4][C:5]([CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([OH:16])[CH:13]=2)[N:8]1[C:24](=[O:36])[C@@H:25]([NH:28][C:29]([O:31][C:32]([CH3:33])([CH3:35])[CH3:34])=[O:30])[CH2:26][CH3:27])=[O:6]

Participants

4

Reactant 1

HCID 131723066HCID 131723066, compound

Product 1

HCID 131723067HCID 131723067, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1-[N-t-butoxycarbonyl-2(S)-aminobutyryl]-5-benzyloxyindoline-2(R/S)-carboxylic acid (2,2,2-trifluoroethyl)amide (1.27 g, 5.39 mmol) in ethyl acetate (28 ml) was hydrogenated under an atmosphere of hydrogen in the prescence of palladium on activated carbon at room temperature for 24 hours. The catalyst was filtered through celite with ethyl acetate washing. The filtrate was concentrated and directly chromatographed on silica gel using 2:3 petroleum spirit:ethyl acetate as eluent.

Workup

  1. filtrationThe catalyst was filtered through celite with ethyl acetate washing
  2. concentrationThe filtrate was concentrated
  3. customdirectly chromatographed on silica gel using 2:3 petroleum spirit

Sources & evidence

ORD record
ord-b86b79d7c4f8437da86cc87386eed0f0
Source dataset
uspto-grants-2002_01
Patent number
US06335360B1

Reaction notes

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