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Tetrahydrofuran → 2-(3-Tert-butoxycarbonylamino pyridin-4-yl)-5-(trifluoromethyl)benzoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| 反応物 | 3-tert-butoxycarbonylamino-N-[2-hydroxy-5-(trifluoromethyl)phenyl]isonicotinamide | HCID 66880252 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 2-(3-Tert-butoxycarbonylamino pyridin-4-yl)-5-(trifluoromethyl)benzoxazole | HCID 66879408 | 40.6% |
反応手順
To a mixture of 1.78 g of 3-tert-butoxycarbonylamino-N-[2-hydroxy-5-(trifluoromethyl)phenyl]isonicotinamide, 20 ml of tetrahydrofuran and 1.29 g of triphenylphosphine, 2.15 g of 40% toluene solution of diethyl azodicarboxylate was added dropwise at room temperature. The reaction mixture was stirred at room temperature for one hour and then stirred while heating at 50° C. for 30 minutes. The reaction mixture was cooled to room temperature, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.69 g of 2-(3-tert-butoxycarbonylamino pyridin-4-yl)-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 36”).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08242133B2 |
| 出典データセット | uspto-grants-2012_08 |
| ORD ID | ord-77d02e1cb9e84237a02339ad7f7b896b |
| 出典メモ | uspto-grants-2012_08 |