関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Cerous carbonate | HCID 160516 | — |
| 反応物 | (3,5-Dimethoxyphenyl)boronic acid | HCID 4374257 | — |
| 反応物 | 6-Bromo-2-chloro-7-methoxyquinazoline | HCID 59199276 | — |
| 触媒 | HCID 178418476 | HCID 178418476 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 2-Chloro-6-(3,5-dimethoxyphenyl)-7-methoxyquinazoline | HCID 86713595 | 38% |
反応手順
A mixture of 6-bromo-2-chloro-7-methoxyquinazoline (2.4 g, 8.82 mmol), 3,5-dimethoxyphenylboronic acid (1.6 g, 8.82 mmol), cerium carbonate (8.6 g, 26.46 mmol) and Pd(PPh3)2Cl2 (1.4 g, 2.1 mmol) in THF (10 mL), dioxane (10 mL) and water (2 mL) was degassed with nitrogen three times and stirred at 85° C. for 3 hours. The mixture was cooled to room temperature and extracted with dichloromethane (3×50 mL). The organic layers were separated, combined, washed with water and brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by silica gel chromatography (petroleum ether: ethyl acetate=1:4) to give the title compound (1.1 g, 38%) as a white solid. MS (ES+) C17H15ClN2O3 requires: 330, 332, found: 331, 333 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09434700B2 |
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| 出典データセット | uspto-grants-2016_09 |
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| ORD ID | ord-fb0b40146cf3467a9e78535ac537d0ab |
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| 出典メモ | uspto-grants-2016_09 |
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