m-Chloroperbenzoic acid → 2-(2-methoxyphenyl)-1-methyl-6-(methylsulfinyl)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one

HRID 1630400Notes

Reaction equation

HRID 1630400 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[C:28](=[O:29])[C:27]2[C:22](=[N:23][C:24]([S:30][CH3:31])=[N:25][CH:26]=2)[N:21]1[CH3:32].C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[C:28](=[O:29])[C:27]2[C:22](=[N:23][C:24]([S:30]([CH3:31])=[O:9])=[N:25][CH:26]=2)[N:21]1[CH3:32]

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 671713542-(2-methoxyphenyl)-1-methyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one

Product 1

HCID 671704352-(2-methoxyphenyl)-1-methyl-6-(methylsulfinyl)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

At 0° C., 68 mg of m-chloroperbenzoic acid was added to a chloroform solution of 91 mg of 2-(2-methoxyphenyl)-1-methyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one, and stirred for 1 hour. Aqueous saturated sodium hydrogencarbonate solution was added thereto, and extracted with chloroform to obtain crude 2-(2-methoxyphenyl)-1-methyl-6-(methyl sulfinyl)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one.

Workup

  1. extractionextracted with chloroform

Sources & evidence

ORD record
ord-af6577ec22c14b4ebb6a6f6d4e410b1f
Source dataset
uspto-grants-2014_07
Patent number
US08791125B2

Reaction notes

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