関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | 5-Chloro-1H-indole-3-ethylamine monohydrochloride | HCID 2827494 | — |
| 反応物 | 5-(Hydroxymethyl)-1,2-oxazole-3-carboxylic acid | HCID 8027249 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-(2-(5-chloro-1H-indol-3-yl)ethyl)-5-(chloromethyl)isoxazole-3-carboxamide | HCID 66831699 | 22% |
反応手順
Thionyl chloride (0.5 mL; 7.26 mmol) was added to a mixture of 5-(hydroxymethyl)isoxazole-3-carboxylic acid (0.207 g; 7.26 mmol) and stirred at 80° C. for 72 h. The solution was concentrated under reduced pressure and the crude material was dissolved in dichloromethane (5 mL) and added to a mixture of 2-(5-chloro-1H-indol-3-yl)ethanamine hydrochloride (0.370 g; 1.60 mmol) and triethylamine (0.524 mL; 3.62 mmol) in dichloromethane (5 mL). The resulting solution was stirred at room temperature for 20 min, concentrated under reduced pressure and the crude material was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in dichloromethane) to afford N-(2-(5-chloro-1H-indol-3-yl)ethyl)-5-(chloromethyl)isoxazole-3-carboxamide 0.088 g (22%).
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 |
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| ORD ID | ord-3f31bf62192c46e889b5c6eb27cf5023 |
|---|
| 出典メモ | uspto-grants-2013_12 |
|---|
