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Benzenecarboximidic acid, ethyl ester, hydrochloride (1:1) → Tert-butyl 4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperidine-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzenecarboximidic acid, ethyl ester, hydrochloride (1:1) | HCID 79249 | — |
| 反応物 | tert-Butyl 4-(hydrazinecarbonyl)piperidine-1-carboxylate | HCID 22713165 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | Tert-butyl 4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperidine-1-carboxylate | HCID 21098365 | 20.9% |
反応手順
To a stirred solution of 4-hydrazinocarbonyl-piperidine-1-carboxylic acid tert-butyl ester (1.15 g, 4.73 mmol, 1.0 eq) in EtOH (15 mL) was added benzimidic acid ethyl ester hydrochloride (921 mg, 4.96 mmol, 1.05 eq.) and the reaction mixture was refluxed for 48 h. The inorganic precipitate was filtered off, washed with ethyl acetate, and the solvent of the mother liquor was evaporated in vacuo. The residue was purified by column chromatography (ethyl acetate/heptanes) to give the title compound as a white solid (327 mg, 0.99 mmol). MS (m/z, MH+): 330.2
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09181266B2 |
| 出典データセット | uspto-grants-2015_11 |
| ORD ID | ord-fef1ec9c13244d4393c3ab5c1ec1c115 |
| 出典メモ | uspto-grants-2015_11 |