Dimethyl Sulfoxide → HCID 178448324, compound

HRID 2360736Notes

Reaction equation

HRID 2360736 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].CC1CCCCC1.CS(C)=O>O>[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].[CH2:30]([CH2:31][NH:32][C:33]([NH2:35])=[NH:34])[CH2:29][C@H:28]([NH2:27])[C:36]([OH:38])=[O:37]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 7962MethylcyclohexaneHCID 107807PerindoprilHCID 178418600HCID 178418600, compound

Product 1

HCID 178448324HCID 178448324, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1 g of pure Perindopril free acid was dissolved in 4.5 ml of water at 25 to 30° C. To this 0.47 g of (L)-Arginine was added and stirred for 10 min to get clear solution at 25 to 30° C. To this methylcyclohexane (2.5 ml) was added and stirred for 30 minutes at 25 to 30° C. DMSO (13 ml) was added slowly at room temperature. Solid immediately precipitated out, continue stirring for 30 minutes. The solid was filtered and dried at 50 to 55° C. under vacuum for 12 hours.

Workup

  1. customto get clear solution at 25 to 30° C
  2. stirringstirred for 30 minutes at 25 to 30° C
  3. customSolid immediately precipitated out
  4. stirringcontinue stirring for 30 minutes
  5. filtrationThe solid was filtered
  6. customdried at 50 to 55° C. under vacuum for 12 hours

Sources & evidence

ORD record
ord-6f92b90c66ea4bfb92161a1f23c93601
Source dataset
uspto-grants-2014_04
Patent number
US08686161B2

Reaction notes

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