Acetonitrile → Perindopril Erbumine

HRID 273473Notes

Reaction equation

HRID 273473 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]([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].C(#N)C.C(OCC)(=O)C.[C:36]([NH2:40])([CH3:39])([CH3:38])[CH3:37]>O1CCOCC1>[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].[CH3:37][C:36]([NH2:40])([CH3:39])[CH3:38]

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 6385Tert-ButylamineHCID 8857Ethyl AcetateHCID 107807Perindopril

Product 1

HCID 441313Perindopril Erbumine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The perindopril free base is dissolved in a solvent chosen from lower aliphatic alcohol, acetonitrile, ethyl acetate or dioxane or mixtures thereof and the solution reacted with tert-butylamine to form perindopril erbumine, which is crystallized by heating the reaction mixture, filtering hot, cooling and finally filtering of the crystallized perindopril erbumine.

Sources & evidence

ORD record
ord-d4af1cbac53a48b9b3c589b8df0e294c
Source dataset
uspto-grants-2008_11
Patent number
US07456296B2

Reaction notes

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