関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 1,4-Dioxane | HCID 31275 | — |
| 反応物 | 4-Bromopyridine-2-carbaldehyde | HCID 14761472 | — |
| 反応物 | (5-Chloro-2-hydroxyphenyl)boronic Acid (contains varying amounts of Anhydride) | HCID 23005362 | — |
| 触媒 | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 4-(5-Chloro-2-hydroxyphenyl)pyridine-2-carbaldehyde | HCID 136063623 | 22.1% |
反応手順
(5-Chloro-2-hydroxyphenyl) boronic acid (1.58 g, 0.00914 mol) was combined with 4-bromopyridine-2-carbaldehyde (1.70 g, 0.0091 mol), bis(triphenylphosphine)palladium (II) chloride (0.321 g, 0.00046 mol) and potassium carbonate (3.16 g, 0.0228 mol) in a 5 mL microwave vial. 1,4-dioxane (3 mL) and water (0.2 mL) were added and heated to 100° C. for 50 minutes in the microwave. The reaction was diluted with ethyl acetate (30 mL) and water (20 mL), filtered, the organic phase was separated then dried over anhydrous sodium sulphate, concentrated in vacuo and purified by flash column chromatography, ISCO™ (80 g column, eluting with 100% heptane to 50% v/v ethyl acetate in heptane) to give the title compound as a beige solid (0.47 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08541588B2 |
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| 出典データセット | uspto-grants-2013_09 |
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| ORD ID | ord-63765137801a43b0b79bba7986e4c2d9 |
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| 出典メモ | uspto-grants-2013_09 |
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