関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Veratraldehyde | HCID 8419 | — |
| 反応物 | Trimethylsilyl cyanide | HCID 82115 | — |
| 反応物 | Ytterbium triflate | HCID 2733225 | — |
| 反応物 | 4-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline | HCID 18188176 | — |
| 反応物 | 2-{3-[(4-carbamimidoylphenylamino)-(2-fluoro-4,5-dimethoxyphenyl)methyl]5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl}benzoic Acid Trifluoroacetate | HCID 136337083 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | (3,4-Dimethoxyphenyl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile | HCID 59517365 | — |
反応手順
After adding 0.887 g of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 0.831 g of 3,4-dimethoxybenzaldehyde, 1g of MS3A and 1 ml of trimethylsilyl cyanide to a solution of 0.31 g of Yb(OTf)3 in 20 ml of dichloromethane under a nitrogen atmosphere, the mixture was stirred at room temperature for 22 hours. After then adding 200 ml of ethyl acetate to the reaction mixture, it was filtered through celite and the celite was washed with 200 ml of ethyl acetate. The organic layers were combined and washed with water and saturated brine, and then dried over anhydrous magnesium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give the title compound (1.75 g) as a light yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07928228B2 |
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| 出典データセット | uspto-grants-2011_04 |
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| ORD ID | ord-fc1e68c7439e467da9179750f8e9e856 |
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| 出典メモ | uspto-grants-2011_04 |
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