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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 565677Generated: October 29, 2026

Water → HCID 22111025, compound

https://huagongshe.com/reaction/565677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium BicarbonateHCID 516893—
Reactant3-(1,2,3,6-Tetrahydropyridin-4-yl)-1H-indoleHCID 2761023—
Reactant2-Bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamineHCID 10850590—
SolventDimethylacetamideHCID 31374—
ProductHCID 22111025HCID 2211102582.4%

Reaction Steps

A suspension of 2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine (0.85 g), 3-(1,2,3,6-tetrahydro-4-pyridyl)-1H-indole (1.1 g) and potassium bicarbonate (0.83 g) in N,N-dimethylactamide (6 mL) was refluxed for 7.5 hours under nitrogen atmosphere. To the mixture water was added and the product was extracted twice with ethyl acetate. The combined extract was washed with water followed by saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and evaporated. The residue was purified by basic silica gel column chromatography (hexane:ethyl acetate=1:1) and recrystallized from acetone/diisopropyl ether to provide 0.99 g of the title compound. Yield 82%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172085B2
Source datasetuspto-grants-2001_01
ORD IDord-093319ee40ed4356aa24f9e79bdcd985
Source noteuspto-grants-2001_01