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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476878Generated: October 25, 2026

Chloroacetonitrile → 2-[[2-(6-methoxy-1H-indol-3-yl)-ethyl]-amino]-acetonitrile

https://huagongshe.com/reaction/476878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetonitrileHCID 7856—
ReactantTriethylamineHCID 8471—
Reactant2-(2-Aminoethyl)-5-methoxyindoleHCID 17654—
SolventTetrahydrofuranHCID 8028—
Product2-[[2-(6-methoxy-1H-indol-3-yl)-ethyl]-amino]-acetonitrileHCID 19837019—

Reaction Steps

28.5 g of 6-methoxytryptamine were refluxed in 300 ml of tetrahydrofuran in the presence of 42 ml of triethylamine and 11.4 ml of chloroacetonitrile were added over 2 hours. The heating was continued for 1 hour and after allowing the temperature to return to the ambient, the precipitate was eliminated by filtration. The filtrate was concentrated to dryness under reduced pressure and the residue was taken up in ethyl acetate, washed with water, dried and the solvent was eliminated under reduced pressure to obtain 17.9 g of the expected product melting at approx. 80° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04886802
Source datasetuspto-grants-1989_12
ORD IDord-b6a94d5dd8734371acbf505ffefe1648
Source noteuspto-grants-1989_12