Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Amino-5-bromonicotinic acid | HCID 737445 | — |
| Reactant | HCID 119096305 | HCID 119096305 | — |
| Solvent | Trimethyl(phosphooxy)silane | HCID 16133246 | — |
| Product | HCID 67388498 | HCID 67388498 | 20% |
Reaction Steps
2-amino-5-bromo-pyridine-3-carboxylic acid (797 mg) and 2-amino-5-fluoro-pyridin-3-ol, hydrochloride (400 mg) powders were mixed together and the resulting mixture was portionwise added in trimethylsilyl polyphosphate (4.5 g) stirred at 100° C. The mixture was stirred at 140° C. overnight. After cooling, water (20 ml) was added. The resulting precipitate was collected by filtration, washed with a 2N aqueous solution of HCl and water. The resulting solid was triturated in Ethyl acetate, collected by filtration to afford 5-bromo-3-(6-fluorooxazolo[4,5-b]pyridin-2-yl)pyridin-2-amine (150 mg). NMR Spectrum: (DMSO-d6) 7.10 (bs, 2H), 7.66 (dd, 1H), 8.31 (d, 1H), 8.39 (d, 1H), 8.49 (dd, 1H); Mass spectrum: M+H+ 309-311.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08017611B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-677f0f980fa849a692397680f47ea601 |
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| Source note | uspto-grants-2011_09 |
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