Ethanol → Perindopril Erbumine

HRID 273481

Reaction equation

HRID 273481 reaction equation
[CH3:1][CH2:2][CH2:3][C@H:4]([NH:10][C@H:11]([C:13]([N:15]1[C@@H:23]([C:24]([O:26]CC2C=CC=CC=2)=[O:25])[CH2:22][C@H:21]2[C@@H:16]1[CH2:17][CH2:18][CH2:19][CH2:20]2)=[O:14])[CH3:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH2:34](O)C>[Pd]>[CH3:1][CH2:2][CH2:3][C@H:4]([NH:10][C@H:11]([C:13]([N:15]1[C@H:23]([C:24]([OH:26])=[O:25])[CH2:22][C@H:21]2[C@@H:16]1[CH2:17][CH2:18][CH2:19][CH2:20]2)=[O:14])[CH3:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH3:22][C:23]([NH2:15])([CH3:24])[CH3:34]

Participants

4

Reactant 2

HCID 702EthanolHCID 71751530(2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid Benzyl Ester

Product 1

HCID 441313Perindopril Erbumine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Perindopril benzyl ester (1.4 g) obtained in Step VI was dissolved in absolute ethanol (15 ml). To the solution was added 10% Pd—C (5% w/w) and the mixture hydrogenated at 20-22° C. for 3 hours till completion of the reaction. The catalyst was filtered off and the filtrate concentrated under reduced pressure at 45° C. to give 1.3 g of perindopril (II).

Workup

  1. customthe mixture hydrogenated at 20-22° C. for 3 hours till completion of the reaction
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate concentrated under reduced pressure at 45° C.

Sources & evidence

ORD record
ord-186f8441299847c0be7a5e501179832f
Source dataset
uspto-grants-2008_11
Patent number
US07456296B2

Linked notes

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