Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 67009647 | HCID 67009647 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67009484 | HCID 67009484 | 91.4% |
Reaction Steps
1.24 g (4.1 mmol) of ethyl 1-methyl-2-oxo-7-(trifluoromethyl)-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in 1,4-dioxane (50 mL), and 0.35 g (8.3 mmol) of lithium hydroxide monohydrate and 10 mL of water were added thereto at room temperature. The resulting mixture was stirred overnight at room temperature. The reaction mixture was poured into an aqueous solution of sodium hydrogen carbonate, and the mixture was washed with ethyl acetate. The aqueous phase was acidified with citric acid, and the mixture was extracted with ethyl acetate. The organic phase was washed with water, dried, and concentrated. The residue was washed with normal-hexane, and thus 1.02 g of the title compound was obtained as colorless crystals (yield: 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08334236B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-090e96e839d441acb05c7a297035cf9e |
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| Source note | uspto-grants-2012_12 |
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