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4-Chloro-N-methoxy-N-methylbenzamide → 3-(4-chloro-benzoyl)-1-(6-methyl-pyridin-2-ylmethyl)-1H-quinolin-4-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Chloro-N-methoxy-N-methylbenzamide | HCID 11275663 | — |
| 反応物 | 3-iodo-1-(6-methyl-pyridin-2-ylmethyl)-1H-quinolin-4-one | HCID 57754594 | — |
| 反応物 | HCID 178418918 | HCID 178418918 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-(4-chloro-benzoyl)-1-(6-methyl-pyridin-2-ylmethyl)-1H-quinolin-4-one | HCID 57754508 | — |
反応手順
A −78° C. solution of 3-iodo-1-(6-methyl-pyridin-2-ylmethyl)-1H-quinolin-4-one (113 mg, 0.3 mmol, 1 equiv) in 3 mL of THF was treated with 1.65 mL of isopropyl magnesium chloride (1.1 equiv) for 2 hours. Then 4-chloro-N-methoxy-N-methyl-benzamide (46 μL, 1.2 equiv) was added and stirring continued at rt for 2 hours. The reaction was quenched by slow addition of saturated aqueous solution of NH4Cl. Standard workup followed by HPLC purification gave 3-(4-chloro-benzoyl)-1-(6-methyl-pyridin-2-ylmethyl)-1H-quinolin-4-one. LCMS (ES) M+H 389.1
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07557213B2 |
| 出典データセット | uspto-grants-2009_07 |
| ORD ID | ord-d961c6c925004b469a725430bff2407b |
| 出典メモ | uspto-grants-2009_07 |