関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | (3-Chlorophenyl)boronic acid | HCID 2734323 | — |
| 反応物 | 6-Bromo-5-cyclopropyl-pyridine-2-carboxylic acid methyl ester | HCID 86674750 | — |
| 触媒 | HCID 178418807 | HCID 178418807 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 6-(3-Chloro-phenyl)-5-cyclopropyl-pyridine-2-carboxylic acid methyl ester | HCID 71087936 | 71% |
反応手順
6-Bromo-5-cyclopropyl-pyridine-2-carboxylic acid methyl ester (0.1 g, 0.4 mmol), 3-chlorophenylboronic acid (CAN 63503-60-6, 0.08 g, 0.5 mmol), 1,1′-bis(diphenylphosphino)-ferrocene-palladium(II)dichloride methylene chloride adduct (CAN 95464-05-4, 50 mg) and cesium carbonate (CAN 534-17-8, 0.2 g, 0.6 mmol) was added into 1,4-dioxane (10 mL) under nitrogen atmosphere. The mixture was stirred for 12 h at 110° C. Subsequently, the mixture was concentrated to give crude product. The crude product was purified by a flash column chromatography (silica gel, 5 g, 20% ethyl acetate in petroleum ether) to give product (80 mg, 71%); MS: (EI) m/e 288.1 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09321727B2 |
|---|
| 出典データセット | uspto-grants-2016_04 |
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| ORD ID | ord-a51bfaf1266943c6bb2744fc7c38ac62 |
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| 出典メモ | uspto-grants-2016_04 |
|---|