Hydrogen Peroxide → HCID 178491580, compound

HRID 1907773Notes

Reaction equation

HRID 1907773 reaction equation
[CH3:1][O:2][C:3]1[CH:31]=[CH:30][C:6]([C:7]([NH:9][C:10]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[CH:13]=[CH:12][C:11]=2[NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:8])=[CH:5][CH:4]=1.[OH:32]O>C(Cl)Cl>[C:25]([O:24][C:23]([NH:22][C:11]1[CH:12]=[CH:13][C:14]([C:16]2[CH:17]=[CH:18][N+:19]([O-:32])=[CH:20][CH:21]=2)=[CH:15][C:10]=1[NH:9][C:7](=[O:8])[C:6]1[CH:30]=[CH:31][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:29])([CH3:28])([CH3:26])[CH3:27]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 59737425HCID 59737425, compound

Product 1

HCID 178491580HCID 178491580, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of compound 461 (0.55 g, 1.31 mmol) and ReO3Me (33 mg, 0.13 mmol) in DCM (10 mL) was stirred 5 min, 35% H2O2 (0.14 mL, 1.53 mmol) was added and the reaction was stirred at room temperature for 2 h. The reaction mixture was quenched with water, and AcOEt was added. The white precipitate was filtered and washed with AcOEt and MeOH (5 mL) to afford the title compound 462 (350 mg, 61%) as a white solid.

Workup

  1. customThe reaction mixture was quenched with water, and AcOEt
  2. additionwas added
  3. filtrationThe white precipitate was filtered
  4. washwashed with AcOEt and MeOH (5 mL)

Sources & evidence

ORD record
ord-b6978bcee81543c8be56de1aab9571b5
Source dataset
uspto-grants-2013_12
Patent number
US08598168B2

Reaction notes

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