Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromo-1,1-dimethoxyethane | HCID 81672 | — |
| Reactant | HCID 57815374 | HCID 57815374 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57815183 | HCID 57815183 | 62.4% |
Reaction Steps
To a solution of 0.74 g of 7-fluoro-6-methyl-1,5-naphthyridin-2(1H)-one in 5 mL of N,N-dimethylformamide, 2.0 g of cesium carbonate and 0.84 g of 2-bromo-1,1-dimethoxyethane were added, the temperature was increased to 90 to 100° C., and the mixture was stirred for 2 hours 30 minutes. The reaction mixture was cooled to room temperature, thereto was added ethyl acetate, the insoluble substance was filtered off, and the solvent was then distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography using an eluent of chloroform:methanol=100:1 to obtain 0.69 g of 1-(2,2-dimethoxyethyl)-7-fluoro-6-methyl-1,5-naphthyridin-2(1H)-one as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367831B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-3415067d4478482fb2fa95072f4a50a6 |
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| Source note | uspto-grants-2013_02 |
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