HCID 13747413, compound → HCID 13747428, compound

HRID 1857010Notes

Reaction equation

HRID 1857010 reaction equation
[CH2:1]([O:3][C:4]1[CH:19]=[C:18]([CH2:20][C:21]([NH:23][CH:24]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[N:31]2[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)=[O:22])[CH:17]=[CH:16][C:5]=1[C:6]([O:8]CC1C=CC=CC=1)=[O:7])[CH3:2].[H][H]>C(O)C.[Pd]>[CH2:1]([O:3][C:4]1[CH:19]=[C:18]([CH2:20][C:21]([NH:23][CH:24]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[N:31]2[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]2)=[O:22])[CH:17]=[CH:16][C:5]=1[C:6]([OH:8])=[O:7])[CH3:2]

Participants

5

Reactant 2

HCID 13747413HCID 13747413, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13747428HCID 13747428, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of benzyl 2-ethoxy-4-[N-(α-ethoxycarbonyl-2-piperidino-benzyl)-aminocarbonylmethyl]-benzoate (0.140 g, 0.25 mmol) in ethanol (1.4 ml) is hydrogenated with 10% palladium/charcoal (0.03 g)for 4.5 hours at 50° C. under 5 bar of hydrogen. The mixture is filtered, evaporated down in vacuo and the evaporation residue is purified by column chromatography on silica gel (chloroform/methanol=10/1).

Workup

  1. filtrationThe mixture is filtered
  2. customevaporated down in vacuo
  3. customthe evaporation residue is purified by column chromatography on silica gel (chloroform/methanol=10/1)

Sources & evidence

ORD record
ord-40b8fb30276d4611b7cc4b6a0ba1e6f5
Source dataset
uspto-grants-2000_11
Patent number
US06143769

Reaction notes

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