関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Phenylacetylene | HCID 10821 | — |
| 反応物 | 3-Bromo-5-(trifluoromethyl)pyridin-2-amine | HCID 13064155 | — |
| 触媒 | Copper bromide (CuBr2) | HCID 24611 | — |
| 触媒 | HCID 178418476 | HCID 178418476 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | 3-(Phenylethynyl)-5-(trifluoromethyl)pyridin-2-amine | HCID 23122794 | — |
反応手順
Under an atmosphere of argon, to a solution of 3-bromo-5-(trifluoromethyl)pyridin-2-amine (the compound described in Bio. Org. Med. Chem., 9, 1715 (1999)) (163 mg) in triethylamine (1.5 mL), ethynylbenzene (82 μL), bis(triphenylphosphine)palladium dichloride (43 mg) and copper bromide (14 mg) were added. The reaction mixture was stirred for overnight at 60° C. To the reaction mixture, water was added and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride, dried with anhydrous magnesium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1) to give the title compound (26 mg) having the following physical data.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07732442B2 |
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| 出典データセット | uspto-grants-2010_06 |
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| ORD ID | ord-0dbb83c791174a899436c4d40bf3aa58 |
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| 出典メモ | uspto-grants-2010_06 |
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