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HRID 1865114作成日:2026年10月26日

Triphenyl Phosphate → 4-cyano-3-(2'-cyano-biphenyl-4-yl)-1-methyl-5-trifluoromethyl-1H-pyrrole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1865114

反応式

関与物質

役割名称HCID仕込み量
反応物Triphenyl PhosphateHCID 8289—
反応物Potassium Phosphate, TribasicHCID 62657—
反応物2-Cyanophenylboronic acidHCID 2734610—
反応物Ethyl 4-cyano-1-methyl-5-(trifluoromethyl)-3-{4-[(trifluoromethyl)sulfonyloxy]phenyl}pyrrole-2-carboxylateHCID 86611446—
触媒palladium(II) acetateHCID 167845—
溶媒1,4-DioxaneHCID 31275—
生成物4-cyano-3-(2'-cyano-biphenyl-4-yl)-1-methyl-5-trifluoromethyl-1H-pyrrole-2-carboxylic acid ethyl esterHCID 69020303—

反応手順

Prepare the title compound in a manner analogous to the procedure described in Scheme IIIa. For example, place ethyl 4-cyano-1-methyl-5-(trifluoromethyl)-3-{4-[(trifluoromethyl)sulfonyloxy]phenyl}pyrrole-2-carboxylate (11.0 mmol, prepared in example E-277), 2-cyano-phenyl boronic acid (1.5 mmol), palladium (II) acetate (0.12 mmol), triphenylphosphate (0.24 mmol), and tribasic potassium phosphate (3.6 mmol) in a round bottom flask and add dioxane. Heat reaction to reflux for 18 hours, remove the heat and wash with water while extracting with ethyl acetate. Dry organics with sodium sulfate, filter, and concentrate in vacuo. Purify the residue via radial chromatography eluting with methylene chloride, ethyl acetate and hexane to provide the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07625932B2
出典データセットuspto-grants-2009_12
ORD IDord-ffa9f4a52e6b4dd1b4dda9fa526e2679
出典メモuspto-grants-2009_12