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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596791Generated: October 30, 2026

Water → [3-(5-Fluoro-1H-indol-3-yl)-propyl]-[2-(indan-4-yloxy)-ethyl]-amine

https://huagongshe.com/reaction/1596791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3-(5-fluoro-1H-indol-3-yl)propan-1-amineHCID 3957066—
Reactant2-(Indan-4-yloxy)-ethylchlorideHCID 18009166—
SolventDimethyl SulfoxideHCID 679—
Product[3-(5-Fluoro-1H-indol-3-yl)-propyl]-[2-(indan-4-yloxy)-ethyl]-amineHCID 990650730.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 2-(indan4-yloxy)-ethylchloride (0.58 g, 2.9 mmol), 3-(5-fluoro-1H-indol-3-yl)-propylamine (1.4 g, 7.4 mmol) and triethylamine (1 ml, 7.4 mmol) in anhydrous dimethylsulfoxide (20 ml) was allowed to stir for 12 hours at 90° C. The mixture was poured into water (100 ml) and extracted with methylene chloride (3×100 ml). The organic layer was washed with water (3×100 ml), dried over anhydrous sodium sulfate, filtered and the solvent was removed under vacuum. Chromatography (7% methanol-methylene choride) afforded 0.31 g (30%) of product as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06291683B1
Source datasetuspto-grants-2001_09
ORD IDord-f5b2fbab10c14a8ebe06fbcf109c7cc6
Source noteuspto-grants-2001_09