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HRID 229685作成日:2026年10月25日

Ammonia → 3-(1-Adamantyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/229685

反応式

関与物質

役割名称HCID仕込み量
反応物AmmoniaHCID 222—
反応物3-Bromo-1-phenyl-5-(pyridin-2-yl)-1,2-dihydropyridin-2-oneHCID 22319065—
反応物HCID 178419756HCID 178419756—
触媒Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
触媒HCID 178477754HCID 178477754—
溶媒TetrahydrofuranHCID 8028—
生成物3-(1-Adamantyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-oneHCID 22319245—

反応手順

40 mg of 3-bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one was dissolved in 10 ml of tetrahydrofuran. To the mixture were added 5 mg of [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium (II) and 1.2 mg of copper (I) iodide. While stirring the mixture at room temperature in nitrogen atmosphere overnight, 0.4 ml of 1-adamantyl zinc bromide (0.5M tetrahydrofuran solution) was added dropwise thereinto. After stirring in nitrogen atmosphere overnight, an aqueous ammonia was added thereto, followed by extracting with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (hexane/ethyl acetate system), to give 12 mg of the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07563811B2
出典データセットuspto-grants-2009_07
ORD IDord-fb7248b1c00c4b6f9ac0e0edad1c6ba7
出典メモuspto-grants-2009_07