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HRID 1874393作成日:2026年10月27日

Triethylamine → N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

https://huagongshe.com/reaction/1874393

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物Cyclopropanecarbonyl chlorideHCID 77637—
反応物N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamideHCID 57749254—
溶媒WaterHCID 962—
溶媒TetrahydrofuranHCID 8028—
生成物N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamideHCID 2512785460%

反応手順

To a solution of N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide (270 mg, 0.745 mmol) and triethylamine (310 μL, 2.24 mmol) in tetrahydrofuran (5 mL) was added with stirring under ice-cooling cyclopropanecarbonyl chloride (88.0 μL, 0.969 mmol), and the mixture was stirred at room temperature for 15 hr. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography (silica gel, hexane/ethyl acetate=50/50→0/100) and recrystallized from ethyl acetate-hexane to give the title compound (191 mg, 60%) as a white solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08304557B2
出典データセットuspto-grants-2012_11
ORD IDord-14eb31a883a74af3b90db2bcb6ed19c9
出典メモuspto-grants-2012_11