HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22111025, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | 3-(1,2,3,6-Tetrahydropyridin-4-yl)-1H-indole | HCID 2761023 | — |
| Reactant | 2-Bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine | HCID 10850590 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 22111025 | HCID 22111025 | 82.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06172085B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-093319ee40ed4356aa24f9e79bdcd985 |
| Source note | uspto-grants-2001_01 |