Methanol → HCID 178488037, compound

HRID 559272Notes

Reaction equation

HRID 559272 reaction equation
[OH-].[Na+:2].CO.[CH3:5][C:6]1[CH:7]=[N:8][C:9]([CH2:15][S+:16]([O-:28])[C:17]2[NH:18][C:19]3[CH:20]=[CH:21][C:22]([O:26][CH3:27])=[CH:23][C:24]=3[N:25]=2)=[C:10]([CH3:14])[C:11]=1[O:12][CH3:13]>C(O)(C)C>[CH3:5][C:6]1[CH:7]=[N:8][C:9]([CH2:15][S+:16]([O-:28])[C:17]2[N-:18][C:19]3[CH:20]=[CH:21][C:22]([O:26][CH3:27])=[CH:23][C:24]=3[N:25]=2)=[C:10]([CH3:14])[C:11]=1[O:12][CH3:13].[Na+:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium Hydroxide2×HCID 178488147HCID 178488147, compound

Product 1

HCID 178488037HCID 178488037, compoundYield 31.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
10 °C

Procedure

3.47 g of sodium hydroxide and 105 ml of methanol were taken into a round bottom flask and stirred for dissolution. 30 g of esomeprazole was taken into a separate round bottom flask and dissolved in 150 ml of isopropanol and this solution was added to the above sodium hydroxide solution. The combined mixture was stirred for 1.5 hours, and distilled completely at 55° C. The residue was dissolved in 30 ml of isopropanol with stirring and the solution was cooled to 10° C. The mixture was stirred at 10° C. for 1 hour and filtered. The compound was dried at 34° C. for 5 hours to yield 10 g of the title compound.

Workup

  1. stirringThe combined mixture was stirred for 1.5 hours
  2. distillationdistilled completely at 55° C
  3. dissolutionThe residue was dissolved in 30 ml of isopropanol
  4. stirringwith stirring
  5. stirringThe mixture was stirred at 10° C. for 1 hour
  6. filtrationfiltered
  7. customThe compound was dried at 34° C. for 5 hours

Sources & evidence

ORD record
ord-d3d76dae65cf4304ac7f6c6a0a220b4e
Source dataset
uspto-grants-2011_11
Patent number
US08063074B2

Reaction notes

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