Sodium Thiosulfate → 2-(2-Ethylsulfonylphenyl)-7-trifluoromethylpyrido[3,2-d]pyrimidine

HRID 521677Notes

Reaction equation

HRID 521677 reaction equation
Cl[C:2]1C=CC=C(C(OO)=O)[CH:3]=1.C(S[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:21]1[N:22]=[CH:23][C:24]2[N:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][C:25]=2[N:26]=1)C.[S:35]([O-:39])([O-])(=[O:37])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:35]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:21]1[N:22]=[CH:23][C:24]2[N:30]=[CH:29][C:28]([C:31]([F:33])([F:34])[F:32])=[CH:27][C:25]=2[N:26]=1)(=[O:39])=[O:37])[CH3:3]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 118205820HCID 118205820, compound

Product 1

HCID 1182058152-(2-Ethylsulfonylphenyl)-7-trifluoromethylpyrido[3,2-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

60 mg of 3-chloroperbenzoic acid (purity of 65% or more) was added to a mixture of 40 mg of 2-(2-ethylsulfanylphenyl)-7-trifluoromethylpyrido[3,2-d]pyrimidine and 3 ml of chloroform, under ice cooling, and the mixture was stirred at room temperature for 4 hours. A 10% aqueous sodium thiosulfate solution was added 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 44 mg of 2-(2-ethylsulfonylphenyl)-7-trifluoromethylpyrido[3,2-d]pyrimidine (Compound of Present Invention 19).

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-b26e3732f41245198526ba8a0258c2cc
Source dataset
uspto-grants-2016_05
Patent number
US09328121B1

Reaction notes

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