Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 136331269 | HCID 136331269 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66880170 | HCID 66880170 | 53.5% |
Reaction Steps
To a mixture of 0.26 g of 4-(6-trifluoromethyl-oxazolo[5,4-b]pyridin-2-yl)pyridin-3-ol, 0.14 g of potassium carbonate and 3 ml of DMF, 0.17 g of isopropyl iodide was added at room temperature and stirred while heating at 60° C. for 1.5 hours. To the reaction solution, 38 mg of potassium carbonate and 47 mg of isopropyl iodide were added, and the reaction solution was stirred while heating at 60° C. for two hours. The reaction solution was cooled to room temperature, and then water was added to the reaction mixture, followed by extraction with ethyl acetate twice. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.16 g of 2-(3-isopropoxypyridin-4-yl)-6-trifluoromethyl-oxazolo[5,4-b]pyridine (hereinafter, referred to as “active compound 160”).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08324387B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-a8818cc8a2ed4443b98884c113cd1df2 |
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| Source note | uspto-grants-2012_12 |
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