Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Selenium Dioxide | HCID 24007 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 68528911 | HCID 68528911 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86605556 | HCID 86605556 | — |
Reaction Steps
A mixture of 3-bromo-4-methyl-[1,8]-naphthyridine (1.5 g, 6.7 mmol), dioxane (16 mL) and water (0.6 mL) was treated with selenium dioxide (3.0 g, 27 mmol) and stirred at 80° C. for 1 h. The mixture was cooled to RT, diluted with satd. aq. NaHCO3, extracted 3× with EtOAc, and the combined organic phases were dried over Na2SO4, filtered and concentrated under vacuum. Filtration through a pad of silica gel eluting with EtOAc gave 0.70 g of the title compound as a yellow solid. 1H NMR (CDCl3) δ 10.62 (s, 1H), 9.32 (s, 1H), 9.28 (d, 1H), 1.18 (d, 1H), 7.66 (dd, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07462600B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-2081cc8820b34a3e83119c1138c56355 |
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| Source note | uspto-grants-2008_12 |
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