化工社化工社 化学情報印刷レポート · 研究参考用
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
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| 反応物 | 2-Chloropyridine | HCID 7977 | — |
| 反応物 | Ethyl 3-(4-Cyanophenyl)-3-oxopropionate | HCID 2757969 | — |
| 反応物 | {2-[(6-Amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amine | HCID 22142808 | — |
| 反応物 | Ethyl 6-chloro-2-phenylpyridine-3-carboxylate | HCID 22142863 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Dimethylacetamide | HCID 31374 | — |
| 溶媒 | Tetrahydrofuran ethanol | HCID 21873804 | — |
| 生成物 | Ethyl 2-(4-cyanophenyl)-6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)pyridine-3-carboxylate | HCID 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 Hüing'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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07425557B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-db97e95694fc4cb7baa6d62880ce223a |
| 出典メモ | uspto-grants-2008_09 |