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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633142Generated: October 30, 2026

Water → HCID 13362115, compound

https://huagongshe.com/reaction/1633142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant5-BromopentanenitrileHCID 79435—
Reactant3-Methyl-2-(3-pyridyl)indoleHCID 15591368—
SolventDimethylformamideHCID 6228—
ProductHCID 13362115HCID 13362115—

Reaction Steps

A solution of 3-methyl-2-(3-pyridyl)indole (2.09 g) in 12 ml of DMF is added to a suspension of 0.528 g of 50% sodium hydride (dispersion in mineral oil) in 6 ml of DMF at 0°. The mixture is stirred at 0° for 0.5 hour and is treated with a solution of 1.78 g of 5-bromovaleronitrile in 4 ml of DMF. This mixture is stirred at room temperature overnight and is poured into 125 ml of water. This is extracted with 2×50 ml of ether, the extract is washed with 3×20 ml of water and dried over MgSO4 to give 1-(4-cyanobutyl)-3-methyl-2-(3-pyridyl)-indole as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04478842
Source datasetuspto-grants-1984_10
ORD IDord-a83a1aded6144b77a4f66a0151c3a1f4
Source noteuspto-grants-1984_10