Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 130656Generated: October 25, 2026

Hydrochloric Acid → N-(2-methyl-1H-indol-5-yl)-7-(trifluoromethyl)quinolin-4-amine

https://huagongshe.com/reaction/130656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant4-Chloro-7-(trifluoromethyl)quinolineHCID 67668—
Reactant5-Amino-2-methylindoleHCID 2733992—
ReactantDichloroethane ethanolHCID 18381953—
ProductN-(2-methyl-1H-indol-5-yl)-7-(trifluoromethyl)quinolin-4-amineHCID 5973077217.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

A suspension of 4-chloro-7-(trifluoromethyl)quinoline 1-A (158 mg, 0.68 mmol), 2-methyl-1H-indol-5-amine 1-B (100 mg, 0.68 mmol) and 4N HCl in dioxane (0.25 ml, 1.0 mmol) in a mix solvent (EtOH/dichloroethane, 1:1, 6 ml) was heated to 90° C. in a sealed tube overnight. The reaction mixture was concentrated and dissolved in 2 ml of DMSO. The solution was purified by HPLC (DionexSystem, 20-60% CH3CN/H2O over 30 minutes). 40 mg of N-(2-methyl-1H-indol-5-yl)-7-(trifluoromethyl)quinolin-4-amine 1 was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07381824B2
Source datasetuspto-grants-2008_06
ORD IDord-97edca1ff174403b8d5ac887663ba404
Source noteuspto-grants-2008_06