関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Benzenamine, 3-ethynyl- | HCID 104682 | — |
| 反応物 | 2,5-Dimethyl-2H-pyrazole-3-carbonyl chloride | HCID 2736299 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | N-(3-ethynylphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide | HCID 57657904 | 72% |
反応手順
A dry 25 mL flask was charged with 2,5-dimethyl-2H-pyrazole-3-carbonyl chloride (0.135 g, 0.854 mmol) and THF (5 mL) was added. 3-Ethynyl-phenylamine (0.100 g, 0.854 mmol) was added to the THF solution of the acid chloride followed by NEt3, and the mixture was allowed to stir at 55° C. The reaction mixture was then allowed to cool to room temperature. The reaction was extracted twice with EtOAc (˜5 mL) and water (˜10 mL) followed by saturated aqueous NaHCO3(˜10 mL). The combined organic layers were dried over anhydrous Na2SO4 (s) and then concentrated. The crude residue was purified by chromatography (silica gel, gradient elution EtOAc/Hexanes 0 to 60%). The product containing fractions were concentrated to give the title compound as a tan solid (147 mg. 72%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08383825B2 |
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| 出典データセット | uspto-grants-2013_02 |
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| ORD ID | ord-c890dc19f0074ad1adeac3f8e3de5f2b |
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| 出典メモ | uspto-grants-2013_02 |
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