Hydrogen Peroxide → HCID 67090013, compound

HRID 2378755Notes

Reaction equation

HRID 2378755 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[CH:11]/[C:12]2[CH:25]=[CH:24][C:15]([C:16]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)=[O:17])=[CH:14][CH:13]=2)=[N:2]1.OO.S([O-])(O)=[O:29].[Na+]>CO>[OH:29][N:21]1[CH2:22][CH2:23][N:18]([C:16](=[O:17])[C:15]2[CH:14]=[CH:13][C:12](/[CH:11]=[CH:10]/[C:3]3[C:4]4[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=4)[NH:1][N:2]=3)=[CH:25][CH:24]=2)[CH2:19][CH2:20]1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 11427553(4-((1E)-2-(1H-Indazol-3-yl)ethenyl)phenyl)-1-piperazinylmethanoneHCID 23665763Sodium Bisulfite

Product 1

HCID 67090013HCID 67090013, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Compound 18 (0.35 g, 1.1 mmol) was dissolved in methanol (2.1 mL) and was added with a 31% hydrogen peroxide solution (0.13 g, 1.1 mmol), followed by stirring at room temperature for 1 hour. The reaction mixture was added with sodium hydrogen sulfite (0.1 g, 0.96 mmol), and then the deposited crystals were removed by filtration after confirming the disappearance of hydrogen peroxide using a potassium iodide-starch paper. The solvent of the filtrate was evaporated under reduced pressure, the crude product was purified by preparative silica gel chromatography [amino-modified chemically bound silica gel Chromatorex (registered trademark) NH, Fuji Silysia Chemical Ltd., methanol/chloroform=1/9] to obtain Compound 147 (57 mg, 15%).

Workup

  1. customthe deposited crystals were removed by filtration
  2. customThe solvent of the filtrate was evaporated under reduced pressure
  3. customthe crude product was purified by preparative silica gel chromatography [amino-

Sources & evidence

ORD record
ord-f2704c9f65034495ac7256305bdecc7b
Source dataset
uspto-grants-2008_12
Patent number
US07470717B2

Reaction notes

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