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Trimethylsilylmethyl Azide → 5-Pyridin-2-yl-3-trimethylsilanylmethyl-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trimethylsilylmethyl Azide | HCID 150751 | — |
| 反応物 | Ethyl 3-(pyridin-2-yl)prop-2-ynoate | HCID 12426870 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | 5-Pyridin-2-yl-3-trimethylsilanylmethyl-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester | HCID 67498549 | 23% |
反応手順
To a solution of pyridin-2-yl-propynoic acid ethyl ester (1.25 g, 7.14 mmol) in benzene (22 mL) was added azidomethyl-trimethyl-silane (1.11 g, 8.56 mmol) and the reaction mixture was refluxed under nitrogen for 72 h. The mixture was then evaporated and purification by chromatography [silica, 0 to 50% ethyl acetate in heptane then HPLC (Chiralpak AD, ethanol in heptane)] afforded the title compound (477 mg, 23%) as a yellow oil. MS: m/e=305.2 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08742097B2 |
| 出典データセット | uspto-grants-2014_06 |
| ORD ID | ord-4c3e19444d9640c290840605db9e15fc |
| 出典メモ | uspto-grants-2014_06 |