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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418440Generated: October 26, 2026

5-Methoxy-2-methylindole → Quinoline,4-(5-methoxy-2-methyl-1h-indol-3-yl)-8-methyl-

https://huagongshe.com/reaction/418440

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Methoxy-2-methylindoleHCID 70642—
Reactant4-Chloro-8-(trifluoromethyl)quinolineHCID 90262—
ReactantSodium BicarbonateHCID 516892—
SolventHydrochloric AcidHCID 313—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Solvent1,4-DioxaneHCID 31275—
ProductQuinoline,4-(5-methoxy-2-methyl-1h-indol-3-yl)-8-methyl-HCID 6665192793.7%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 5-methoxy-2-methylindole (346 mg) and 4-chloro-8-trifluoromethylquinoline (380 mg) in NMP (1 ml) and 4M HCl in dioxane (0.1 ml) was heated at 140° C. for 50 min. Aqueous sodium bicarbonate was added and the mixture was extracted with ethyl acetate. The organic extracts were dried (MgSO4), evaporated and purified by chromatography (silica, petrol-acetone as eluent) to give the sub-title compound (465 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093278B2
Source datasetuspto-grants-2012_01
ORD IDord-1212322d85cc4dc092eb8ba137401bee
Source noteuspto-grants-2012_01