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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916384Generated: October 30, 2026

5-Bromo-2,3-dihydro-7-azaindole → 5-bromo-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/916384

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-2,3-dihydro-7-azaindoleHCID 21964079—
CatalystHCID 178418406HCID 178418406—
SolventTolueneHCID 1140—
Product5-bromo-1H-pyrrolo[2,3-b]pyridineHCID 1030793278.7%

Reaction Steps

A mixture of 5-bromo-7-azaindoline (15.6 g, 78 mmol) and precipitated, active manganese (IV) oxide (21.9 g, 252 mmol) in toluene (300 mls) was heated at 90° C. for 1 hour and the hot solution filtered through a pad of diatomaceous earth. The diatomaceous earth and manganese residues were washed with acetone and these washings added to the toluene filtrate. Evaporation of the filtrate under vacuum gave 5-bromo-7-azaindole (12.1 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268230B2
Source datasetuspto-grants-2007_09
ORD IDord-2118a12ac2b7448cb00691325c043601
Source noteuspto-grants-2007_09