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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198285Generated: October 26, 2026

Hydrochloric Acid → N-methyl-2-(5-methyl-1-(2-(6-methylpyridin-3-yl)ethyl)-1H-indol-3-yl)ethanamine

https://huagongshe.com/reaction/2198285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-(4-Methylphenyl)-1-[2-(6-methylpyridin-3-yl)ethyl]hydrazineHCID 2827520—
Reactant4,4-Diethoxy-N-methylbutan-1-amineHCID 13994547—
SolventWaterHCID 962—
ProductN-methyl-2-(5-methyl-1-(2-(6-methylpyridin-3-yl)ethyl)-1H-indol-3-yl)ethanamineHCID 66911655—

Reaction Conditions

Temperature70 °C

Reaction Steps

The title compound was prepared by General Method 3. 1-(2-(6-methylpyridin-3-yl)ethyl)-1-p-tolylhydrazine (250 mg) was suspended in water (2 mL) and 28% aqueous HCl (0.135 mL) was added. 4,4-diethoxy-N-methylbutan-1-amine (0.18 g) was added to the resulting solution and the reaction mixture was heated to 60-80° C. and an additional 28% HCl (0.135 mL) was added and the reaction mixture was heated for additional 3 h. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel chromatography (eluent EtOAc/EtOH/NH3: 7/3/1) to obtain the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338447B2
Source datasetuspto-grants-2012_12
ORD IDord-e027931052cd46468ca59632df2c0a11
Source noteuspto-grants-2012_12