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HRID 1823588作成日:2026年10月27日

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → Ethyl 2-(4-cyanophenyl)-6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)pyridine-3-carboxylate

https://huagongshe.com/reaction/1823588

反応式

関与物質

役割名称HCID仕込み量
反応物2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
反応物2-ChloropyridineHCID 7977—
反応物Ethyl 3-(4-Cyanophenyl)-3-oxopropionateHCID 2757969—
反応物{2-[(6-Amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amineHCID 22142808—
反応物Ethyl 6-chloro-2-phenylpyridine-3-carboxylateHCID 22142863—
溶媒TolueneHCID 1140—
溶媒DimethylacetamideHCID 31374—
溶媒DiisopropylethylamineHCID 81531—
溶媒Tetrahydrofuran ethanolHCID 21873804—
生成物Ethyl 2-(4-cyanophenyl)-6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)pyridine-3-carboxylateHCID 22142398—

反応手順

ethyl 2-(4-cyanophenyl)-6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)pyridine-3-carboxylate (62258) was prepared from ethyl 3-(4-cyanophenyl)-3-oxopropanoate (ref. Wemple, J.; et. al. Synthesis 1993, 290-292.) as the starting material and THF/ethanol ratio of 1:5 as the solvent in the first step. The oxidation uses DDQ in toluene. The final product is achieved directly from the chloropyridine by reacting ethyl 6-chloro-2-phenylpyridine-3-carboxylate with 2-(2-aminoethylamine)-5-nitropyridine in DMA and Hünig's base at 120° C. for 18 hours. The procedures are analogous to the general method for {2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amine.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07037918B2
出典データセットuspto-grants-2006_05
ORD IDord-05d307503c3d42fa8d690337721abed7
出典メモuspto-grants-2006_05