m-Chloroperbenzoic acid → HCID 178437532, compound

HRID 653638

Reaction equation

HRID 653638 reaction equation
[CH2:1]([C:3]1[NH:4][C:5]2[C:6]([N:12]=1)=[N:7][CH:8]=[CH:9][C:10]=2[CH3:11])[CH3:2].ClC1C=CC=C(C(OO)=[O:21])C=1>C(Cl)(Cl)Cl>[CH2:1]([C:3]1[NH:4][C:5]2[C:6]([N:12]=1)=[N+:7]([O-:21])[CH:8]=[CH:9][C:10]=2[CH3:11])[CH3:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 186930362-ethyl-7-methyl-3H-Imidazo[4,5-b]pyridine

Product 1

HCID 178437532HCID 178437532, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 28 g (174 mmol) of 2-ethyl-7-methylimidazo[4,5-b]pyridine (prepared according to Example 1, Steps A and B, but substituting propionic acid in place of butyric acid in Step B) and m-chloroperbenzoic acid (80-90%, 44.6 g) in CHCl3 (300 mL) was heated at reflux for 0.5 hours. The mixture was concentrated and purified (SiO2, 100% CH2Cl2 gradient to 30% CH2Cl2 /MeOH) to give the title compound as a solid.

Workup

  1. temperatureat reflux for 0.5 hours
  2. concentrationThe mixture was concentrated
  3. custompurified (SiO2, 100% CH2Cl2 gradient to 30% CH2Cl2 /MeOH)

Sources & evidence

ORD record
ord-96427f73bd874766b4fd642331706e32
Source dataset
uspto-grants-1992_07
Patent number
US05128327

Linked notes

Loading…