m-Chloroperbenzoic acid → HCID 86585542, compound

HRID 1072805Notes

Reaction equation

HRID 1072805 reaction equation
[Cl:1][C:2]1[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:3]=1[CH2:4][C:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[N:7]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:6]=1[CH3:19].ClC1C=CC=C(C(OO)=[O:33])C=1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:3]=1[CH2:4][C:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[N+:7]([O-:33])([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:6]=1[CH3:19]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 22387932HCID 22387932, compound

Product 1

HCID 86585542HCID 86585542, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of ethyl 3-(2,4-dichlorobenzyl)-2-methylpyrrolo[3,2-b]pyridine-1-carboxylate (400 mg) in chloroform (6 ml) was added m-chloroperbenzoic acid (462 mg) at room temperature, and the mixture was stirred overnight. The reaction mixture was subjected to flash silica gel chromatography (silica gel, 40 ml, eluted with ethyl acetate and then with ethyl acetate-methanol=10-1), and crystallized from ether to give the objective compound (417 mg) as colorless crystals.

Workup

  1. washeluted with ethyl acetate
  2. customwith ethyl acetate-methanol=10-1), and crystallized from ether

Sources & evidence

ORD record
ord-624d672fe7d0400584b59d8523e76a15
Source dataset
uspto-grants-2005_06
Patent number
US06911469B2

Reaction notes

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