Sodium Thiosulfate → HCID 117989538, compound

HRID 2201367Notes

Reaction equation

HRID 2201367 reaction equation
Cl[C:2]1C=C(C=C[CH:11]=1)C(OO)=O.C(S[C:15]1[C:20]([C:21]2[N:33]([CH3:34])[C:24]3=[N:25][CH:26]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:28]=[C:23]3[N:22]=2)=[CH:19][N:18]=[CH:17][N:16]=1)C.[S:35]([O-:39])([O-])(=[O:37])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:35]([C:19]1[C:20]([C:21]2[N:33]([CH3:34])[C:24]3=[N:25][CH:26]=[C:27]([C:29]([F:32])([F:30])[F:31])[CH:28]=[C:23]3[N:22]=2)=[CH:15][N:16]=[CH:17][N:18]=1)(=[O:39])=[O:37])[CH3:11]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 117989537HCID 117989537, compound

Product 1

HCID 117989538HCID 117989538, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

189 mg of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to a mixture of 130 mg of 2-(4-ethylsulfanylpyrimidin-5-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine and 4 ml of chloroform, then the mixture was stirred at room temperature for 8 hours. A 10% aqueous sodium thiosulfate solution was poured to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain 130 mg of 2-(4-ethylsulfonylpyrimidin-5-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (hereinafter, referred to as Compound of Present Invention 15).

Workup

  1. extractionthe mixture was extracted with chloroform
  2. washThe organic layer was washed with a saturated aqueous sodium bicarbonate solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4da63d978c104cadab6f07f154ae77a4
Source dataset
uspto-grants-2016_06
Patent number
US09364000B2

Reaction notes

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