Perindopril → HCID 178448324, compound

HRID 2360733Notes

Reaction equation

HRID 2360733 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].[NH2:27][C@H:28]([C:36]([OH:38])=[O:37])[CH2:29][CH2:30][CH2:31][NH:32][C:33](=[NH:35])[NH2:34]>CO>[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].[NH2:27][C@H:28]([C:36]([OH:38])=[O:37])[CH2:29][CH2:30][CH2:31][NH:32][C:33](=[NH:34])[NH2:35]

Participants

4

Reactant 2

HCID 107807PerindoprilHCID 178418600HCID 178418600, compound

Product 1

HCID 178448324HCID 178448324, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
65 °C

Procedure

5 g of Perindopril free acid and (L)-Arginine (2.3 g) is suspended in methanol (50 ml) at room temperature. The reaction mass was then refluxed to get the clear solution and stirred for 60 minutes at 60 to 70° C. The resulting solution was cooled to room temperature and then cooled to 0 to 5° C. To this solution IPE (1.0 lit) was added and then maintained for 1 hour at 0 to 5° C. The solid obtained is dried for 15 hours under vacuum at 50° C.

Workup

  1. temperatureThe reaction mass was then refluxed
  2. customto get the clear solution
  3. temperatureThe resulting solution was cooled to room temperature
  4. temperaturecooled to 0 to 5° C
  5. additionTo this solution IPE (1.0 lit) was added
  6. temperaturemaintained for 1 hour at 0 to 5° C
  7. customThe solid obtained
  8. customis dried for 15 hours under vacuum at 50° C.

Sources & evidence

ORD record
ord-dcdcbfaf7b9e48089f566045da685fc1
Source dataset
uspto-grants-2014_04
Patent number
US08686161B2

Reaction notes

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