m-Chloroperbenzoic acid → N-benzyl-4-(3-chloro-4-methoxybenzyloxy)-2-(methylsulfinyl) pyrimidine-5-carboxamide

HRID 874508Notes

Reaction equation

HRID 874508 reaction equation
[CH2:1]([NH:8][C:9]([C:11]1[C:12]([O: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>ClCCl>[CH2:1]([NH:8][C:9]([C:11]1[C:12]([O: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 71235045N-benzyl-4-(3-chloro-4-methoxybenzyloxy)-2-(methylmercapto)pyrimidine-5-carboxamide

Product 1

HCID 71235049N-benzyl-4-(3-chloro-4-methoxybenzyloxy)-2-(methylsulfinyl) pyrimidine-5-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-benzyl-4-(3-chloro-4-methoxybenzyloxy)-2-(methylmercapto)pyrimidine-5-carboxamide (100 mg, 0.23 mmol) was dissolved in 10 mL of dichloromethane, m-CPBA (m-chloroperbenzoic acid, 40 mg, 0.23 mmol) was added and reacted at room temperature for 3 h, washed with water after the reaction is complete, extracted with dichloromethane, the organic layer was dried and dried by rotation to obtain yellow solid, and this product was directly used in the next reaction without purification.

Workup

  1. customreacted at room temperature for 3 h
  2. washwashed with water after the reaction
  3. extractionextracted with dichloromethane
  4. customthe organic layer was dried
  5. customdried by rotation
  6. customto obtain yellow solid
  7. customthis product was directly used in the next reaction without purification

Sources & evidence

ORD record
ord-0b78f2baa56a4aa6b5eef5f7768aa3fb
Source dataset
uspto-grants-2015_03
Patent number
US08980904B2

Reaction notes

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