HCID 21261782, compound → HCID 10694323, compound

HRID 1856995Notes

Reaction equation

HRID 1856995 reaction equation
[CH2:1]([O:3][C:4]1[CH:19]=[C:18]([CH2:20][C:21]([NH:23][CH:24]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[N:34]2[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]2)[CH2:25][CH2:26][CH3:27])=[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:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[N:34]2[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]2)[CH2:25][CH2:26][CH3:27])=[O:22])[CH:17]=[CH:16][C:5]=1[C:6]([OH:8])=[O:7])[CH3:2]

Participants

5

Reactant 2

HCID 21261782HCID 21261782, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10694323HCID 10694323, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

0.25 g (0.47 mmcl) of benzyl 2-ethoxy-4-[N-{1-(2-piperidino-phenyl)-1-butyl}-aminocarbonylmethyl]-benzoate was hydrogenated in 10 ml of ethanol with 0.12 g of 10% palladium-on-charcoal at 50° C. and a pressure of 5 bar of hydrogen. After 5 hours the catalyst was filtered off through diatomaceous earth, and the filtrate was evaporated in vacuo. The evaporation residue was crystallized from petroleum ether/ethanol.

Workup

  1. filtrationAfter 5 hours the catalyst was filtered off through diatomaceous earth
  2. customthe filtrate was evaporated in vacuo
  3. customThe evaporation residue was crystallized from petroleum ether/ethanol

Sources & evidence

ORD record
ord-226473b846c54b31a4474d0dab8b6fe2
Source dataset
uspto-grants-2000_11
Patent number
US06143769

Reaction notes

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