3-Chlorobenzoic Acid → HCID 178526236, compound

HRID 2406701Notes

Reaction equation

HRID 2406701 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-2f90434e4c4e4042a0880b1e75d37451
Source dataset
uspto-grants-2014_08
Patent number
US08809371B2

Reaction notes

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