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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1786835Generated: October 25, 2026

1H-Indole-3-ethanamine, 5-methoxy-, hydrochloride (1:?) → 2-(4-Cyano-3-trifluoromethyl-phenoxy)-4-methyl-pentanoic acid [2-(5-methoxy-1H-indol-3-yl)-ethyl]-amide

https://huagongshe.com/reaction/1786835

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Indole-3-ethanamine, 5-methoxy-, hydrochloride (1:?)HCID 6198—
Reactant4-MethylmorpholineHCID 7972—
ReactantHCID 18366554HCID 18366554—
ReactantHCID 57598540HCID 57598540—
Reactant1-(Dimethylaminopropyl)-3-ethylcarbodiimide 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochlorideHCID 86630846—
SolventDimethylformamideHCID 6228—
Product2-(4-Cyano-3-trifluoromethyl-phenoxy)-4-methyl-pentanoic acid [2-(5-methoxy-1H-indol-3-yl)-ethyl]-amideHCID 57598470—

Reaction Steps

The compound was prepared in the following manner. To 0.25 gm (0.83 mmol) of 2-(4-cyano-3-trifluoromethyl-phenoxy)-4-methyl-pentanoic acid in dimethylformamdie “DMF” (15 mL) were added 0.14 gm (1.04 mmol) of 1-Hydroxy-benzotriazole HOBT, 0.2 gm (1.04 mmol) of (3-(dimethylamino)propyl)ethylcarbodiimide EDCl, 0.23 gm (2.28 mmol) N-methyl morpholine, and approximately 234 mg of 5-methoxytryptamine hydrochloride (1.04 mmol). The resultant mixtures were stirred at room temperature for approximately 18 hours. The reactions were quenched with sodium bicarbonate (20 mL) and extracted with ethyl acetate (3 times 20 mL). The solvent was removed in vacuo to obtain oils that were then purified by HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07507860B2
Source datasetuspto-grants-2009_03
ORD IDord-3169ad53d41a41a3a8c9ea8043dc34d8
Source noteuspto-grants-2009_03