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HRID 1918637作成日:2026年10月25日

Oxalyl chloride → Ethyl 5-(4-fluoro-2-(trifluoromethyl)benzyl)-1,2,4-oxadiazole-3-carboxylate

https://huagongshe.com/reaction/1918637

反応式

関与物質

役割名称HCID仕込み量
反応物Oxalyl chlorideHCID 65578—
反応物DiisopropylethylamineHCID 81531—
反応物2-[4-Fluoro-2-(trifluoromethyl)phenyl]acetic acidHCID 2737592—
反応物Ethyl 2-amino-2-(hydroxyimino)acetateHCID 6785548—
溶媒PyridineHCID 1049—
溶媒DimethylformamideHCID 6228—
溶媒DichloromethaneHCID 6344—
生成物Ethyl 5-(4-fluoro-2-(trifluoromethyl)benzyl)-1,2,4-oxadiazole-3-carboxylateHCID 6683183210.5%

反応手順

This compound was prepared according to general method 2 with (step I) 2-(4-fluoro-2-(trifluoromethyl)phenyl)acetic acid (0.420 g; 1.89 mmol) and oxalyl chloride (0.176 mL; 2.08 mmol) in dichloromethane (12 mL) with few drops of DMF and (step II) ethyl 2-amino-2-(hydroxyimino)acetate (0.250 g; 1.89 mmol) and N,N diisopropylethylamine (0.527 mL; 3.03 mmol) in dichloromethane (10 mL) and (step III) pyridine (18 mL). The crude material was purified by flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane) to yield 0.063 g (10%) of ethyl 5-(4-fluoro-2-(trifluoromethyl)benzyl)-1,2,4-oxadiazole-3-carboxylate as a white solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08618138B2
出典データセットuspto-grants-2013_12
ORD IDord-312069b8ca6549c88c6278cda20f443b
出典メモuspto-grants-2013_12