関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | 1,3,5-trimethyl-1H-pyrazole-4-carboxylic acid | HCID 736514 | — |
| 反応物 | 6-(3-Amino-benzoyl)-1,3-dihydro-indol-2-one | HCID 59256478 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | HCID 86610438 | HCID 86610438 | 56% |
反応手順
A dry flask was charged with 1,3,5-Trimethyl-1H-pyrazole-4-carboxylic acid (0.122 g, 0.791 mmol) and thionyl chloride (5 mL) and allowed to stir at 79° C. for 3 h. The thionyl chloride was then removed by concentration in vacuo. The crude acid chloride was cooled to room temperature, and then dissolved in THF (8 mL). 6-(3-Amino-benzoyl)-1,3-dihydro-indol-2-one (as prepared in Example 40, 0.200 g, 0.793 mmol) was added to the THF solution of the acid chloride, and the mixture was allowed to reflux overnight. The reaction mixture was then allowed to cool to room temperature and subsequently vacuum filtered. The solid was washed with 0° C. THF (˜5 mL) and collected to afford the 1,3,5-Trimethyl-1H-pyrazole-4-carboxylic acid [3-(2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide as a solid (0.169 g, 0.440 mmol, 56%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07692005B2 |
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| 出典データセット | uspto-grants-2010_04 |
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| ORD ID | ord-c8979130d9604cbf93eb3cdabad0be2f |
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| 出典メモ | uspto-grants-2010_04 |
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