HCID 86674531, compound → HCID 71073896, compound

HRID 1615398Notes

Reaction equation

HRID 1615398 reaction equation
[CH2:1]([O:3][C:4](=[O:27])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][CH:16]([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:15][CH2:14]2)=[CH:9][CH:8]=1)[CH3:2].[H][H]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:27])[CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([N:13]2[CH2:14][CH2:15][CH:16]([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:17][CH2:18]2)=[CH:11][CH:12]=1)[CH3:2]

Participants

5

Reactant 2

HCID 86674531HCID 86674531, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 71073896HCID 71073896, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The 4-(4-tert-butoxycarbonylaminopiperidin-1-yl)-cinnamic acid ethyl ester (126 g, 0.33 mol) obtained in Example 8 (1) was dissolved in ethanol (1 L), and 10% Pd—C (48.5 g) was added, followed by stirring in a hydrogen atmosphere for 18 hours. The insoluble material was filtered with Celite, and the filtrate was evaporated under reduced pressure, thereby obtaining 4-(4-tert-butoxycarbonylaminopiperidin-1-yl)-dihydrocinnamic acid ethyl ester (107 g, 85%) as a white solid.

Workup

  1. filtrationThe insoluble material was filtered with Celite
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-133e994024a8477096d89ab01d877eb4
Source dataset
uspto-grants-2014_07
Patent number
US08765750B2

Reaction notes

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