Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethylamine hydrochloride | HCID 11198 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(3-Fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole | HCID 66880180 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66879985 | HCID 66879985 | 62.3% |
Reaction Steps
A mixture of 0.28 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.55 g of potassium carbonate, 0.16 g of ethylamine hydrochloride and 3 ml of DMF was stirred while heating at 80° C. for 4.5 hours. To the mixture, 0.55 g of potassium carbonate, 0.16 g of ethylamine hydrochloride and 2 ml of DMF were added, and the reaction mixture was stirred while heating for further three hours. The reaction mixture 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 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 0.19 g of ethyl-[4-(5-trifluoromethylbenzoxazole-2-yl)pyridin-3-yl]amine (hereinafter, referred to as “active compound 84”).
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-3703cb17a91248f8a815c26d00c3e5a0 |
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| Source note | uspto-grants-2012_12 |
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