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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964991Generated: October 30, 2026

1H-Pyrrolo(2,3-b)pyridine → 7-aza-1H-indole N-oxide

https://huagongshe.com/reaction/1964991

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Pyrrolo(2,3-b)pyridineHCID 9222—
Reactantm-Chloroperbenzoic acidHCID 70297—
SolventDiethyl EtherHCID 3283—
Product7-aza-1H-indole N-oxideHCID 21959097125%

Reaction Steps

To 1H-pyrrolo[2,3-b]pyridine (94, 3.0 g, 25.3 mmol) dissolved in 175 ml, of diethyl ether was added m-CPBA (1.5 equiv) in portions over 30 minutes with vigorous stirring. The solution turned yellow, and precipitates formed. After two hours the solid was collected, washed with 2×50 mL of ether, and recrystallized from acetone:ether. Yield was approximately 125% due to contaminating acid. This crude material was carried through to the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415469B2
Source datasetuspto-grants-2013_04
ORD IDord-bb4a9b1aa13e490bbda8b997e5d8a436
Source noteuspto-grants-2013_04