Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1719395Generated: October 26, 2026

Water → 1-(4-Cyanobutyl)-3-methyl-2-(1-imidazolyl)indole

https://huagongshe.com/reaction/1719395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant5-BromopentanenitrileHCID 79435—
Reactant2-(1-Imidazolyl)-3-methylindoleHCID 13280839—
SolventDimethylformamideHCID 6228—
Product1-(4-Cyanobutyl)-3-methyl-2-(1-imidazolyl)indoleHCID 20268183—

Reaction Steps

A solution of 3-methyl-2-(1-imidazolyl)-indole (2.0 g) in 12 ml of dimethylformamide is added to a suspension of 0.6 g of 50% sodium hydride (dispersion in mineral oil) in 6 ml of dimethylformamide at 0°. The mixture is stirred at 0° for 0.5 hour and is treated with a solution of 1.8 g of 5-bromovaleronitrile in 4 ml of dimethylformamide. This mixture is stirred at room temperature overnight and is poured into 125 ml of water. This is extracted with 2×50 ml of ethyl acetate, the extract is washed with water and dried over magnesium sulfate to give 1-(4-cyanobutyl)-3-methyl-2-(1-imidazolyl)-indole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04539410
Source datasetuspto-grants-1985_09
ORD IDord-1065f7b8fa594594bebb5d90dddff326
Source noteuspto-grants-1985_09