戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 51920作成日:2026年10月23日

Dichloromethane → 7-[(4'-Tert-butyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid ethyl ester

https://huagongshe.com/ja/reaction/51920

反応式

関与物質

役割名称HCID仕込み量
反応物DichloromethaneHCID 6344—
反応物Potassium CarbonateHCID 11430—
反応物4-tert-Butylphenylboronic acidHCID 2734320—
反応物7-(2-Bromobenzoylamino)quinoline-3-carboxylic acid ethyl esterHCID 69891158—
触媒Ferrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
溶媒1,4-DioxaneHCID 31275—
生成物7-[(4'-Tert-butyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid ethyl esterHCID 6989146687.5%

反応手順

To 5 ml dioxane was added in sequence, 7-(2-bromobenzoylamino)quinoline-3-carboxylic acid ethyl ester (100 mg, 0.25 mmol), potassium carbonate (0.25 ml of 2.0M aqueous solution, 0.5 mmol), 1,1′-bis(diphenylphosphino)ferrocene (6.9 mg, 0.0125 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (1:1) (10.2 mg, 0.0125 mmol) and 4-tert-butylbenzeneboronic acid (111.5 mg, 0.63 mmol). The resulting mixture was degassed and placed under a nitrogen atmosphere. The degassing procedure was repeated 5 times and the reaction mixture was heated under reflux under nitrogen overnight. The reaction mixture was then cooled to room temperature and poured into water. The aqueous mixture was extracted with ethyl acetate and the ethyl acetate solution was washed with brine, dried over anhydrous sodium sulfate and concentrated to dryness in vacuo. The residue was purified by preparative thick layer chromatography, eluting with 60:40 hexane/ethyl acetate to yield the title compound (99 mg, 87.3% yield).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06713489B2
出典データセットuspto-grants-2004_03
ORD IDord-eb795fd21c0d4831bfb772b80a48ee85
出典メモuspto-grants-2004_03