戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 588434作成日:2026年10月26日

Ethyl Acetate → 1-methyl-5-(2-morpholin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-6-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/588434

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl AcetateHCID 8857—
反応物DiisopropylethylamineHCID 81531—
反応物Propylphosphoric anhydrideHCID 16167369—
反応物4-(Ethoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acidHCID 25247567—
反応物2-Morpholin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-6-amineHCID 89464404—
溶媒TetrahydrofuranHCID 8028—
生成物1-methyl-5-(2-morpholin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-6-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid ethyl esterHCID 8946472171%

反応手順

A mixture of 2-morpholin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-6-amine (225 mg, 1.03 mmol), 4-(ethoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid (224 mg, 1.13 mmol), propylphosphonic anhydride in ethyl acetate 50% (1.63 g, 1.51 ml, 2.57 mmol) and N,N-diisopropylethylamine (398 mg, 524 μl, 3.08 mmol) in tetrahydrofuran (7 ml) was refluxed for 18 hours. The solvent was evaporated, the residue was triturated with saturated aqueous sodium hydrogen carbonate. The precipitated solid was filtered off, washed with water and dried in vacuo, affording 1-methyl-5-(2-morpholin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-6-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester (292 mg, 71%) as light brown solid. Mp.: 233.5° C. MS: m/z=400.1 (M+H+).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09227970B2
出典データセットuspto-grants-2016_01
ORD IDord-ad18e2ec1fe3413db8e1137c04b9f4da
出典メモuspto-grants-2016_01