関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Isatin | HCID 7054 | — |
| 反応物 | N-(2-Hydroxyethyl)ethylenediamine | HCID 8112 | — |
| 反応物 | 6-Chloro-11H-indolo[3,2-c]quinoline | HCID 5410307 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Glycol monoethyl ether | HCID 8076 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 2-[2-(11H-Indolo[3,2-c]quinolin-6-ylamino)ethylamino]ethanol hydrochloride | HCID 68670524 | 70% |
反応手順
A mixture of compound 4a as obtained from the above Synthesis Ex. 1 (0.50 g, 2 mmol) and N-(2-hydroxyethyl)ethylenediamine (0.63 g, 6 mmol) in 2-ethoxyethanol (5 mL) was heated at 140-150° C. for 24 hrs (by TLC monitoring). After cooling, the reaction mixture was evaporated in vacuo to give a residue, which was dissolved in EA (50 mL). The EA layer was washed with H2O and brine and then dried (MgSO4). Concentration of the EA layer gave a residue, which was dissolved in MeOH (10 mL) and then added with a solution of 6N HCl at 0° C., followed by stirring at room temperature for 8 hrs. The resultant precipitate was filtered off, washed with MeOH, and dried at 90° C. under reduced pressure for 24 hrs to give the title compound 9 (0.50 g, 70% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08273760B2 |
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| 出典データセット | uspto-grants-2012_09 |
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| ORD ID | ord-4f8e9553cc7d47a1a546fd042eb9d488 |
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| 出典メモ | uspto-grants-2012_09 |
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