参与物
| 角色 | 名称 | HCID | 投料 |
|---|
| 反应物 | 乙二胺 | HCID 3301 | — |
| 反应物 | N-羟基丁二酰亚胺 | HCID 80170 | — |
| 反应物 | 1-乙基-(3-二甲基氨基丙基)碳酰二亚胺盐酸盐 | HCID 2723939 | — |
| 反应物 | N-[3-chloro-phenyl]-4-(2-carboxy-4-pyridyl)-2-pyrimidineamine | HCID 19689573 | — |
| 溶剂 | N,N-二甲基甲酰胺 | HCID 6228 | — |
| 溶剂 | 乙酸乙酯 | HCID 8857 | — |
| 产物 | N-[3-chloro-phenyl]-4-[2-(N-{2-amino-ethyl}-aminocarbonyl)-4-pyridyl]-2-pyrimidineamine hydrochloride | HCID 19689567 | — |
反应步骤
80 mg (0.24 mmol) of N-[3-chloro-phenyl]-4-(2-carboxy-4-pyridyl)-2-pyrimidineamine, 70.8 mg (0.36 mmol) of N-ethyl-N'-(3-dimethylaminopropyl)-carbodiimide hydrochloride and 42 mg (0.36 mmol) of N-hydroxysuccinimide are dissolved in 3 ml of dimethylformamide and stirred for 2.5 h at RT. The reaction mixture is then added dropwise at 0° within a period of 30 minutes to a solution of 0.77 ml (11.8 mmol) of ethylenediamine in 2 ml of DMF. After stirring for 14 h at RT, the reaction mixture is poured into 50 ml of ethyl acetate and extracted with 30 ml of water. The organic phase is dried (sodium sulfate) and concentrated. Crystallisation from isopropanol/ethanolic hydrochloric acid gives N-[3-chloro-phenyl]-4-[2-(N-{2-amino-ethyl}-aminocarbonyl)-4-pyridyl]-2-pyrimidineamine hydrochloride; m.p. 161°-163°, FAB-MS: 369 (M+ +H).
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 专利号 | US05728708 |
|---|
| 来源数据集 | uspto-grants-1998_03 |
|---|
| ORD ID | ord-b2c40033208b4111b3cb9a725ae2825c |
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| 来源说明 | uspto-grants-1998_03 |
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