m-Chloroperbenzoic acid → 8-Cyclopentyl-2-methanesulfinyl-8H-pyrido[2,3-d]pyrimidin-7-one

HRID 876648Notes

Reaction equation

HRID 876648 reaction equation
[CH:1]1([N:6]2[C:11]3[N:12]=[C:13]([S:16][CH3:17])[N:14]=[CH:15][C:10]=3[CH:9]=[CH:8][C:7]2=[O:18])[CH2:5][CH2:4][CH2:3][CH2:2]1.C1C=C(Cl)C=C(C(OO)=[O:27])C=1>C(Cl)Cl>[CH:1]1([N:6]2[C:11]3[N:12]=[C:13]([S:16]([CH3:17])=[O:27])[N:14]=[CH:15][C:10]=3[CH:9]=[CH:8][C:7]2=[O:18])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 108013948-Cyclopentyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

Product 1

HCID 108263958-Cyclopentyl-2-methanesulfinyl-8H-pyrido[2,3-d]pyrimidin-7-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 8-cyclopentyl-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine (10), (3.5 mmol) and MCPBA (5.25 mmol) in CH2Cl2 was stirred at room temperature for about 12 h. After completion of the reaction, the reaction mixture was washed with saturated NaHCO3. The organic layer was dried over Na2SO4, filtered away from the drying agent, and concentrated to give the desired product (11) which was used without further purification.

Workup

  1. customAfter completion of the reaction
  2. washthe reaction mixture was washed with saturated NaHCO3
  3. dry with materialThe organic layer was dried over Na2SO4
  4. filtrationfiltered away from the drying agent
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-3618782ba8f04e57b90b03a518d8e18d
Source dataset
uspto-grants-2015_03
Patent number
US08987267B2

Reaction notes

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