HCID 86758038, compound → HCID 86758036, compound

HRID 1934401Notes

Reaction equation

HRID 1934401 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH:8]1[CH2:13][CH2:12][CH:11](/[CH:14]=[CH:15]/[C:16]([N:18]2[CH2:23][CH2:22][CH2:21][C@@H:20]([C:24]([NH:26][CH2:27][C@H:28]([NH:32][C:33](=[O:38])[C:34]([F:37])([F:36])[F:35])[C:29]([OH:31])=[O:30])=[O:25])[CH2:19]2)=[O:17])[CH2:10][CH2:9]1>O.[Pd]>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][C:16]([N:18]2[CH2:23][CH2:22][CH2:21][C@@H:20]([C:24]([NH:26][CH2:27][C@H:28]([NH:32][C:33](=[O:38])[C:34]([F:35])([F:36])[F:37])[C:29]([OH:31])=[O:30])=[O:25])[CH2:19]2)=[O:17])[CH2:10][CH2:9]1

Participants

4

Reactant 1

HCID 86758038HCID 86758038, compound

Product 1

HCID 86758036HCID 86758036, compoundYield 54.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

To a solution of N-[(R)-1-[3-(4-piperidyl)-(E)-acryloyl]-3-piperidylcarbonyl]-2(S)-trifluoroacetylamino-β-alanine trifluoroacetate in water (4 ml) was added Pd/C (10% dry, 16 mg) and the mixture was stirred at room temperature under hydrogen at atmospheric pressure for 4 hours. Catalyst was filtered off and filtrate was evaporated in vacuo to give N-[(R)-1-[3-(4-piperidyl)propanoyl]-3-piperidylcarbonyl]-2(S)-trifluoroacetylamino-β-alanine trifluoroacetate as a colorless oil (45 mg, 54.9%).

Workup

  1. filtrationCatalyst was filtered off
  2. customfiltrate was evaporated in vacuo

Sources & evidence

ORD record
ord-a2834f8cd1d840a4b9f019de15e0ab7a
Source dataset
uspto-grants-2002_05
Patent number
US06384028B1

Reaction notes

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