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Sodium Chloride → t-Butyl 5-methylpyrazine-2-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Chloride | HCID 5234 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | 5-Methyl-2-pyrazinecarboxylic acid | HCID 122831 | — |
| 反応物 | Tert-butyl 2,2,2-trichloroethanimidate | HCID 2734700 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | t-Butyl 5-methylpyrazine-2-carboxylate | HCID 57475683 | 99.6% |
反応手順
A boron trifluoride-diethyl ether complex (91.7 μL) was added dropwise to a suspension of 2-methylpyrazine-5-carboxylic acid (1 g) and tert-butyl 2,2,2-trichloroacetimidate (4.75 g) in THF (20 mL) under ice-cooling. The reaction solution was warmed to RT, followed by stirring for 2 h. A saturated NaCl solution and EtOAc were added to the reaction solution, and the organic layer was separated. The organic layer was dried over anhydrous MgSO4, and the insoluble matter was separated by filtration. The filtrate was concentrated and purified by silica gel column chromatography to obtain the title compound (1.4 g). 1H-NMR (CDCl3) δ (ppm): 1.65 (s, 9H), 2.65 (s, 3H), 8.57 (d, J=1.2 Hz, 1H), 9.10 (d, J=1.6 Hz, 1H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09079914B2 |
| 出典データセット | uspto-grants-2015_07 |
| ORD ID | ord-05deb697799643f3b3d9c0332fc52531 |
| 出典メモ | uspto-grants-2015_07 |