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N,N-Dimethylethylenediamine → 1-Chloro-N-(2-(dimethylamino)ethyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-9-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N,N-Dimethylethylenediamine | HCID 66053 | — |
| 反応物 | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 1-Chloro-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-9-carboxylic acid | HCID 58168165 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1-Chloro-N-(2-(dimethylamino)ethyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-9-carboxamide | HCID 69810673 | 81% |
反応手順
295 (60 mg, 0.22 mol), DIEA (0.08 mL, 0.44 mmol), and CDI (71 mg, 0.44 mmol) were suspended in DMF (2 mL) and stirred for 4 h at room temperature. N1,N1-Dimethylethane-1,2-diamine (77 mg, 0.87 mmol) was added, and the reaction mixture was stirred for another 3 h. The reaction mixture was quenched with water. The resulting precipitate was filtered, washed with MeOH and H2O, and dried under vacuum to produce provide 296 (61 mg, 81% yield) as a solid. LC-MS (M+H=345, obsd.=345).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08735584B2 |
| 出典データセット | uspto-grants-2014_05 |
| ORD ID | ord-63040a6a2c044a11ac5d27327c365570 |
| 出典メモ | uspto-grants-2014_05 |