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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475113Generated: October 29, 2026

2-(2-bromophenyl)-3-methyl-2H-azirine → 4-Bromo-2-methyl-1H-indole

https://huagongshe.com/reaction/475113

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(2-bromophenyl)-3-methyl-2H-azirineHCID 71271723—
SolventO-XyleneHCID 7237—
Product4-Bromo-2-methyl-1H-indoleHCID 2181456675.5%

Reaction Steps

The solution of 2-(2-bromophenyl)-3-methyl-2H-azirine (758 mg, 3.61 mmol) in xylene (20 mL) was stirred at 160° C. for 7 d. The reaction mixture was concentrated in vacuo. The residue was purified by SiO2 chromatography eluting with petroleum ether/EtOAc (10:1) to afford 4-bromo-2-methyl-1H-indole as yellow oil (572 mg, 75.5%). MS (ESI): m/z=210.1 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637537B2
Source datasetuspto-grants-2014_01
ORD IDord-a2cea392b0b44911ae2ad43a2a5142e0
Source noteuspto-grants-2014_01