3-Chlorobenzoic Acid → HCID 178526236, compound

HRID 1620053Notes

Reaction equation

HRID 1620053 reaction equation
ClC1C=C(C=CC=1)C(O)=[O:6].[Br:11][C:12]1[CH:20]=[CH:19][N:18]=[C:17]2[C:13]=1[CH:14]=[CH:15][NH:16]2>C(Cl)(Cl)Cl>[Br:11][C:12]1[CH:20]=[CH:19][N+:18]([O-:6])=[C:17]2[NH:16][CH:15]=[CH:14][C:13]=12

Participants

4

Reactant 2

HCID 4473-Chlorobenzoic AcidHCID 222736434-Bromo-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 178526236HCID 178526236, compoundYield 132%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

m-Chlorobenzoic acid (1.0 g) was added to a chloroform (19 ml) solution containing 4-bromo-7-azaindole (760 mg) under ice cooling, followed by stirring for 30 minutes. Then, chloroform (10 ml) was distilled away under reduced pressure, diisopropylether was added, an insoluble precipitate was collected by filtration, and a white solid of 4-bromo-1H-pyrrolo[2,3-b]pyridine 7-oxide (1.085 g) was thus obtained.

Workup

  1. distillationThen, chloroform (10 ml) was distilled away under reduced pressure, diisopropylether
  2. additionwas added
  3. filtrationan insoluble precipitate was collected by filtration

Sources & evidence

ORD record
ord-7d264e69cc8049de8aa7b1cc546c2141
Source dataset
uspto-grants-2014_07
Patent number
US08772320B2

Reaction notes

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