Esomeprazole → Omeprazole

HRID 433203Notes

Reaction equation

HRID 433203 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([S@:11]([CH2:13][C:14]3[C:19]([CH3:20])=[C:18]([O:21][CH3:22])[C:17]([CH3:23])=[CH:16][N:15]=3)=[O:12])[NH:8][C:7]=2[CH:24]=1>CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([S:11]([CH2:13][C:14]3[C:19]([CH3:20])=[C:18]([O:21][CH3:22])[C:17]([CH3:23])=[CH:16][N:15]=3)=[O:12])[NH:8][C:7]=2[CH:24]=1

Participants

3

Reactant 1

HCID 9568614Esomeprazole2×

Product 1

HCID 4594Omeprazole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Approximately 850 mL of methanol was placed in a 1 liter glass bottle with a screw cap. The solution was saturated by dissolving approximately 10.5 g of (5)6-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)-methyl]sulfinyl]-1H-benzimidazole, and the resulting solution was stirred. Once the solution was saturated, an additional 17 g of (5)6-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)-methyl]sulfinyl]-1H-benzimidazole was added to the saturated solution to create a suspension The cap was sealed and the saturated suspension was allowed to stir and equilibrate for about four days.

Workup

  1. customcap
  2. customwas sealed
  3. stirringto stir

Sources & evidence

ORD record
ord-a37167890fdd49faad3f1d0f0ba70810
Source dataset
uspto-grants-2003_12
Patent number
US06667323B1

Reaction notes

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