Sodium Hydroxide → HCID 25007188, compound

HRID 1645226Notes

Reaction equation

HRID 1645226 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][S:13][C:14]1[CH:19]=[C:18]([C:20]2[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][N:21]=2)[N:17]2[N:30]=[CH:31][N:32]=[C:16]2[N:15]=1.[OH-:33].[Na+]>>[CH3:12][S:13]([C:14]1[CH:19]=[C:18]([C:20]2[CH:25]=[CH:24][C:23]([C:26]([F:27])([F:28])[F:29])=[CH:22][N:21]=2)[N:17]2[N:30]=[CH:31][N:32]=[C:16]2[N:15]=1)(=[O:9])=[O:33]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 70297m-Chloroperbenzoic acidHCID 25007189HCID 25007189, compound

Product 1

HCID 25007188HCID 25007188, compound

Procedure

700 mg of m-chloroperbenzoic acid was added to a chroloform 120 mL solution of 420 mg of 5-(methylthio)-7-(5-(trifluoromethyl)pyridin-2-yl)-[1,2,4]triazolo[1,5-a]pyrimidine, followed by reflux with heating for 2 hours. After completion of the reaction, the reaction liquid was returned to room temperature, a 1N sodium hydroxide aqueous solution was added to the reaction liquid, followed by extraction with chloroform, the organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/1) to obtain 420 mg of the desired product.

Workup

  1. temperatureby reflux
  2. temperaturewith heating for 2 hours
  3. customAfter completion of the reaction
  4. customthe reaction liquid
  5. customwas returned to room temperature
  6. extractionfollowed by extraction with chloroform
  7. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  8. distillationthe solvent was distilled off under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/1)

Sources & evidence

ORD record
ord-3df30ee069014f7fb3aa56849fa8e2eb
Source dataset
uspto-grants-2012_02
Patent number
US08124760B2

Reaction notes

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