Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 12991186 | HCID 12991186 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 12991187 | HCID 12991187 | — |
Reaction Steps
To a 5 ml acetonitrile solution containing 400 mg of 4-(3-bromophenyl)-1-ethyl-7-methyl-3-(piperidin-4-yl)-1,8-naphthyridin-2(1H)-one were added 0.11 ml of ethyl bromoacetate and 0.13 ml of triethylamine, followed by stirring at room temperature for 13 hours. Ethyl acetate was added to the reaction solution and the solution was washed with saturated sodium bicarbonate aqueous solution and saturated brine and dried over anhydrous magnesium sulfate. After removal of the solvent from the organic layer, the resulting residue was purified by a silica gel column chromatography (hexane-ethyl acetate) and then recrystallized from ethyl acetate-diisopropyl ether to obtain 120 mg of ethyl {4-[4-(3-bromophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-l,8-naphthyridin-3-yl]piperidin-1-yl}acetate as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06740662B1 |
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| Source dataset | uspto-grants-2004_05 |
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| ORD ID | ord-7b4f4c3f5614443b8b15acbefb575b41 |
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| Source note | uspto-grants-2004_05 |
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