m-Chloroperbenzoic acid → HCID 71235120, compound

HRID 874510Notes

Reaction equation

HRID 874510 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][C:27]=1[O:28][CH3:29])[CH2:5][O:6][C:7]1[C:12]([C:13]([NH:15][CH2:16][C:17]2[N:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[O:14])=[CH:11][N:10]=[C:9]([S:23][CH3:24])[N:8]=1.C1C=C(Cl)C=C(C(OO)=[O:38])C=1>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][C:27]=1[O:28][CH3:29])[CH2:5][O:6][C:7]1[C:12]([C:13]([NH:15][CH2:16][C:17]2[N:18]=[CH:19][CH:20]=[CH:21][N:22]=2)=[O:14])=[CH:11][N:10]=[C:9]([S:23]([CH3:24])=[O:38])[N:8]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 712350354-(3-chloro-4-methoxybenzyloxy)-2-(methylmercapto)-N-(pyrimidin-2-ylmethyl)pyrimidin e-5-carboxamide

Product 1

HCID 71235120HCID 71235120, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(3-chloro-4-methoxybenzyloxy)-2-(methylmercapto)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide (250 mg, 0.58 mmol) were dissolved in 20 mL of dichloromethane, m-CPBA (110 mg, 0.64 mmol) was added and reacted at room temperature for 12 h, washed with water after the reaction is complete, extracted with dichloromethane, the organic layer was dried, dried by rotation to obtain yellow solid 250 mg, yield 97%, this product was directly used in the next reaction without purification.

Workup

  1. customreacted at room temperature for 12 h
  2. washwashed with water after the reaction
  3. extractionextracted with dichloromethane
  4. customthe organic layer was dried
  5. customdried by rotation

Sources & evidence

ORD record
ord-002dbee8e4c9433abd67a1244942389a
Source dataset
uspto-grants-2015_03
Patent number
US08980904B2

Reaction notes

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