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Tetrahydrofuran → 5-Chloro-2-(pyridin-4-yl)-6-(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 | N-[5-chloro-2-hydroxy-4-trifluoromethylphenyl]isonicotinamide | HCID 66879747 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 5-Chloro-2-(pyridin-4-yl)-6-(trifluoromethyl)benzoxazole | HCID 66880218 | 21.2% |
反応手順
To a mixture of 0.55 g of N-[5-chloro-2-hydroxy-4-(trifluoromethyl)phenyl]isonicotinamide, 6 ml of tetrahydrofuran and 0.50 g of triphenylphosphine, 0.83 g of 40% toluene solution of diethyl azodicarboxylate was added dropwise at room temperature. The reaction mixture was stirred for 1.5 hours. The reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and the resultant crystals were washed with methanol to give 0.11 g of 5-chloro-2-(pyridin-4-yl)-6-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 78”).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08324387B2 |
| 出典データセット | uspto-grants-2012_12 |
| ORD ID | ord-ee57314261c6462380182a9177543df3 |
| 出典メモ | uspto-grants-2012_12 |