関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Dibutyltin dichloride | HCID 12688 | — |
| 反応物 | Phenylsilane | HCID 12752 | — |
| 反応物 | 6-Quinoxalinamine | HCID 237859 | — |
| 反応物 | 8-Methyl-2-phenylquinoline-3-carboxaldehyde | HCID 833680 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | N-[(8-methyl-2-phenylquinolin-3-yl)methyl]quinoxalin-6-amine | HCID 67198452 | 37.4% |
反応手順
To a solution of 8-methyl-2-phenylquinoline-3-carboxaldehyde (80 mg, 0.32 mmol) in THF (5 mL) was added di-n-butyltin dichloride (10 mg, 0.032 mmol), phenylsilane (70 mg, 0.64 mmol) and 6-aminoquinoxaline (46 mg, 0.32 mmol). The mixture was heated in a microwave at 100° C. for 3 h. Purification by preparative HPLC (Method 2) gave the title compound as an off-white solid (45 mg, 37%). δH (CDCl3) 8.61 (d, J 2.1 Hz, 1H), 8.51 (d, J 1.9 Hz, 1H), 8.24 (s, 1H), 7.84 (d, J 9.0 Hz, 1H), 7.71-7.76 (m, 1H), 7.61-7.66 (m, 1H), 7.40-7.58 (m, 6H), 7.10 (dd, J 9.2, 2.6 Hz, 1H), 6.88 (d, J 2.6 Hz, 1H), 4.64-4.69 (m, 2H), 4.52-4.60 (m, 1H), 2.82 (s, 3H). LCMS (ES+) 377.2 (M+H)+, RT 4.23 minutes (Method 4).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08399483B2 |
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| 出典データセット | uspto-grants-2013_03 |
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| ORD ID | ord-730f96ec1f05414593bd9d910b5a6018 |
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| 出典メモ | uspto-grants-2013_03 |
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