m-Chloroperbenzoic acid → N-benzyl-4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl)pyrimidine-5-formamide

HRID 2200872Notes

Reaction equation

HRID 2200872 reaction equation
[CH2:1]([NH:8][C:9]([C:11]1[C:12]([NH:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([Cl:29])[CH:22]=2)=[N:13][C:14]([S:17][CH3:18])=[N:15][CH:16]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1C=C(Cl)C=C(C(OO)=[O:38])C=1>C(Cl)Cl>[CH2:1]([NH:8][C:9]([C:11]1[C:12]([NH:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([Cl:29])[CH:22]=2)=[N:13][C:14]([S:17]([CH3:18])=[O:38])=[N:15][CH:16]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 118157958HCID 118157958, compound

Product 1

HCID 118157494N-benzyl-4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl)pyrimidine-5-formamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In DCM (20 mL) was dissolved N-benzyl-4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-formamide (201 mg, 0.47 mmol). Then was added m-CPBA (80 mg, 0.47 mmol). The reaction was conducted at ambient temperature for 5 h. After the reaction was completed, the reaction mixture was washed with water and extracted with DCM. The organic phase was dried, and the solvent was removed by rotary evaporation. The obtained solid was used in the subsequent procedure without further purification.

Workup

  1. washthe reaction mixture was washed with water
  2. extractionextracted with DCM
  3. customThe organic phase was dried
  4. customthe solvent was removed by rotary evaporation
  5. customThe obtained solid was used in the subsequent procedure without further purification

Sources & evidence

ORD record
ord-2987541722fa4675858fe39baef4b061
Source dataset
uspto-grants-2016_06
Patent number
US09359371B2

Reaction notes

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