Tetrahydrofuran → Topiramate potassium

HRID 411822Notes

Reaction equation

HRID 411822 reaction equation
[CH3:1][C:2]1([CH3:22])[O:10][C@@H:9]2[C@@H:4]([CH2:5][O:6][C@@:7]3([CH2:16][O:17][S:18]([NH2:21])(=[O:20])=[O:19])[O:13][C:12]([CH3:15])([CH3:14])[O:11][C@H:8]32)[O:3]1.C1COCC1.[OH-].[K+:29]>CC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@H]32)O1.C1COCC1>[CH3:1][C:2]1([CH3:22])[O:10][C@@H:9]2[C@@H:4]([CH2:5][O:6][C@@:7]3([CH2:16][O:17][S:18]([NH-:21])(=[O:20])=[O:19])[O:13][C:12]([CH3:14])([CH3:15])[O:11][C@H:8]32)[O:3]1.[K+:29]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 5284627Topiramate2×

Product 1

HCID 23689091Topiramate potassium

Reagents, catalysts & solvents 1

HCID 131723883HCID 131723883, compoundSolvent

Procedure

A 20 mL scintillation vial was loaded with 556.8 mg (1.641 mmols) of topiramate (Cheminor Drugs Ltd., Hyderabad, India, Batch TP001.J00) and 1 mL THF (Sigma, St. Louis, Mo. USA, 99.0+%, Lot 50k1485), and all of the topiramate dissolved. 89.9 mg (1.602 mmols) of solid KOH (Spectrum, Lot PN0690) was dissolved in the topiramate/THF solution. The solution was allowed to evaporate overnight at room temperature leaving an amorphous solid. The solid was further dried by placing it in a vacuum desiccator 1 white brittle solid.

Workup

  1. customto evaporate overnight at room temperature
  2. customleaving an amorphous solid
  3. customThe solid was further dried

Sources & evidence

ORD record
ord-5c6352f97e82463980f8ea96d5bcc2fa
Source dataset
uspto-grants-2003_05
Patent number
US06559293B1

Reaction notes

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