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HRID 391547作成日:2026年10月25日

Tetrahydrofuran → N-(3-ethynylphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide

https://huagongshe.com/reaction/391547

反応式

関与物質

役割名称HCID仕込み量
反応物TetrahydrofuranHCID 8028—
反応物Benzenamine, 3-ethynyl-HCID 104682—
反応物2,5-Dimethyl-2H-pyrazole-3-carbonyl chlorideHCID 2736299—
溶媒TriethylamineHCID 8471—
生成物N-(3-ethynylphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamideHCID 5765790472%

反応条件

温度55 °C

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

DOI10.6084/m9.figshare.5104873.v1
特許番号US08383825B2
出典データセットuspto-grants-2013_02
ORD IDord-c890dc19f0074ad1adeac3f8e3de5f2b
出典メモuspto-grants-2013_02