Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 12991194 | HCID 12991194 | — |
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 12991195 | HCID 12991195 | 25.5% |
Reaction Steps
To a 10 ml ethyl acetate solution containing 570 mg of 3-(1-tert-butoxycarbonylpiperazin-4-yl)-4-(3-chlorophenyl)-1-ethyl-7-methyl-1,8-naphthyridin-2(1H)-one was added a 10 ml 4M hydrogen chloride-ethyl acetate solution, followed by stirring at room temperature for 1 hour. After adding water, the reaction mixture was neutralized with 1M sodium hydroxide aqueous solution, and then extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated and the residue was purified by a silica gel column chromatography (chloroform-methanol-aqueous ammonia) and then recrystallized from diisopropyl ether to obtain 115 mg of 4-(3-chlorophenyl)-1-ethyl-7-methyl-3-(piperazin-1-yl)-1,8-naphthyridin-2(1H)-one as pale yellow 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-2d193f31159547dfb1cd6a9cc5c63a6e |
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| Source note | uspto-grants-2004_05 |
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