Hydrogen Peroxide → HCID 178526288, compound

HRID 40363Notes

Reaction equation

HRID 40363 reaction equation
[OH:1]O.[N:3]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=1>CC(O)=O>[N+:3]1([O-:1])[C:11]2[CH:10]=[CH:9][CH:8]=[N:7][C:6]=2[NH:5][CH:4]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 178420746HCID 178420746, compound

Product 1

HCID 178526288HCID 178526288, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

Hydrogen peroxide (30 wt % solution in water, 38.0 ml, 372 mmol) was added to a suspension of 3H-imidazo[4,5-b]pyridine (4.93 g, 41.4 mmol) in AcOH (40 mL) at room temperature. The resulting reaction mixture was stirred at 80° C. for 3 h, cooled to RT and concentrated in vacuo to a volume ˜50 mL. Concentration to dryness was done using a stream of N2. The resulting residue was suspended in water (˜10 mL). Filtration afforded the title compound (4.61 g, 82.4% yield).

Workup

  1. customThe resulting reaction mixture
  2. temperaturecooled to RT
  3. concentrationconcentrated in vacuo to a volume ˜50 mL
  4. concentrationConcentration to dryness
  5. filtrationFiltration

Sources & evidence

ORD record
ord-e8585171280146ac9eb86621d1c56313
Source dataset
uspto-grants-2013_09
Patent number
US08524900B2

Reaction notes

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