化工社化工社 化学情報印刷レポート · 研究参考用
Oxalyl chloride → Ethyl 5-(4-fluoro-2-(trifluoromethyl)benzyl)-1,2,4-oxadiazole-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Oxalyl chloride | HCID 65578 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 2-[4-Fluoro-2-(trifluoromethyl)phenyl]acetic acid | HCID 2737592 | — |
| 反応物 | Ethyl 2-amino-2-(hydroxyimino)acetate | HCID 6785548 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Ethyl 5-(4-fluoro-2-(trifluoromethyl)benzyl)-1,2,4-oxadiazole-3-carboxylate | HCID 66831832 | 10.5% |
反応手順
This compound was prepared according to general method 2 with (step I) 2-(4-fluoro-2-(trifluoromethyl)phenyl)acetic acid (0.420 g; 1.89 mmol) and oxalyl chloride (0.176 mL; 2.08 mmol) in dichloromethane (12 mL) with few drops of DMF and (step II) ethyl 2-amino-2-(hydroxyimino)acetate (0.250 g; 1.89 mmol) and N,N diisopropylethylamine (0.527 mL; 3.03 mmol) in dichloromethane (10 mL) and (step III) pyridine (18 mL). The crude material was purified by flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane) to yield 0.063 g (10%) of ethyl 5-(4-fluoro-2-(trifluoromethyl)benzyl)-1,2,4-oxadiazole-3-carboxylate as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08618138B2 |
| 出典データセット | uspto-grants-2013_12 |
| ORD ID | ord-312069b8ca6549c88c6278cda20f443b |
| 出典メモ | uspto-grants-2013_12 |