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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 355985Generated: October 26, 2026

5-bromo-3-(pyridin-3-ylmethyl)-1H-indole → 5-Cyano-3-(pyridin-3-ylmethyl)-1H-indole

https://huagongshe.com/reaction/355985

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-bromo-3-(pyridin-3-ylmethyl)-1H-indoleHCID 18940837—
ReactantHCID 178418260HCID 178418260—
SolventDimethylformamideHCID 6228—
Product5-Cyano-3-(pyridin-3-ylmethyl)-1H-indoleHCID 18940851—

Reaction Steps

A mixture of compound of Description 3 [5-Bromo-3-(pyridin-3-ylmethyl)-1H-indole] (1.1 g; 0.0038 mol) and copper cyanide (0.86 g; 0.0096 mol) in dimethylformamide (35 ml) was treated at 140° C. for 8 hours. The reaction mixture was poured into an ice ammonium hydroxide solution and the product was extracted with ethyl acetate. The organic extract was dried (MgSO4) and evaporated under vacuum. After purification by Flash Chromatography on silica gel using as eluent methylene chloride/methanol (97/3), the desired compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834493
Source datasetuspto-grants-1998_11
ORD IDord-15c592396a66413e8993383cf5f6196f
Source noteuspto-grants-1998_11