m-Chloroperbenzoic acid → HCID 178504590, compound

HRID 1428187Notes

Reaction equation

HRID 1428187 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[CH:7][N:6]=[C:5]([C:9]2[CH:13]3[N:14]=[CH:15][CH:16]=[CH:17][N:12]3[NH:11][C:10]=2[NH2:18])[CH:4]=1.C1C=C(Cl)C=C(C(OO)=[O:27])C=1>CN(C=O)C>[CH3:1][S:2]([C:3]1[N:8]=[CH:7][N:6]=[C:5]([C:9]2[CH:13]3[N:14]=[CH:15][CH:16]=[CH:17][N:12]3[NH:11][C:10]=2[NH2:18])[CH:4]=1)=[O:27]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 178503088HCID 178503088, compound

Product 1

HCID 178504590HCID 178504590, compoundYield 66.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

3-(6-(Methylthio)pyrimidin-4-yl)-1,3a-dihydropyrazolo[1,5-a]pyrimidin-2-amine (22′, 7.2 g, 27.9 mmol) was suspended/dissolved in 70 mL of DMF and stirred at 0° C. while mCPBA (8.0 g, 34.8 mmol) in 20 mL of DMF was added drop wise over 30 minutes. After addition, the reaction was stirred for an additional hour at ambient temperature. The ppt was isolated via suction filtration, and washed with acetonitrile, and finally ethyl ether and air dried. Isolated 5.1 g of solid (66.7% yield)

Workup

  1. additionwas added drop wise over 30 minutes
  2. additionAfter addition
  3. customThe ppt was isolated via suction filtration
  4. washwashed with acetonitrile, and finally ethyl ether and air
  5. customdried

Sources & evidence

ORD record
ord-f1df5f93cc314afbb1ddffeeb5598475
Source dataset
uspto-grants-2015_01
Patent number
US08937064B2

Reaction notes

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