Potassium Permanganate → HCID 68454348, compound

HRID 2357654Notes

Reaction equation

HRID 2357654 reaction equation
[C:1]([C:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]3[CH:15]=[C:16]([CH:23]=[CH:24][C:25]=3[CH3:26])[C:17]([NH:19][CH:20]3[CH2:22][CH2:21]3)=[O:18])=[CH:11][CH:12]=2)[CH:7]([CH3:27])[NH:6][N:5]=1)(=[O:3])[CH3:2].[Mn]([O-])(=O)(=O)=O.[K+]>CCO.O>[C:1]([C:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]3[CH:15]=[C:16]([CH:23]=[CH:24][C:25]=3[CH3:26])[C:17]([NH:19][CH:20]3[CH2:22][CH2:21]3)=[O:18])=[CH:11][CH:12]=2)[C:7]([CH3:27])=[N:6][N:5]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 516875Potassium PermanganateHCID 68455274HCID 68455274, compound

Product 1

HCID 68454348HCID 68454348, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

3-(1-Acetyl-4-methyl-3,4-dihydrophthalazin-6-yl)-N-cyclopropyl-4-methylbenzamide (24 mg, 66 μmol) was dissolved in EtOH/water (2:1) (664 μl) and potassium permanganate (10 mg, 66 μmol) was added. The mixture was stirred at RT for 40 min, quenched with saturated, aqueous sodium thiosulfate and diluted with 50 mL of chloroform. In a separatory funnel, the mixture was washed 2×20 mL with sodium thiosulfate and the organics were separated, dried over sodium sulfate, concentrated in vacuo, and purified by HPLC to give the title compound. MS (ES+): 360 (M+H)+.

Workup

  1. customquenched with saturated, aqueous sodium thiosulfate
  2. additiondiluted with 50 mL of chloroform
  3. washIn a separatory funnel, the mixture was washed 2×20 mL with sodium thiosulfate
  4. customthe organics were separated
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. custompurified by HPLC

Sources & evidence

ORD record
ord-bf26cb0ce1d94456843dc2cba9e20702
Source dataset
uspto-grants-2010_07
Patent number
US07759337B2

Reaction notes

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