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Dichloromethane → 3-Methyl-5-nitro-2-phenylpyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | Phenylboronic Acid | HCID 66827 | — |
| 反応物 | 2-Bromo-3-methyl-5-nitropyridine | HCID 5200466 | — |
| 溶媒 | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| 生成物 | 3-Methyl-5-nitro-2-phenylpyridine | HCID 46315057 | 97% |
反応手順
In a schlenck tube, a mixture of 2-bromo-3-methyl-5-nitropyridine (4.6 mmol, 1.0 g), phenylboronic acid (4.6 mmol, 0.560 g), PdCl2dppf.DCM (0.47 mmol, 0.4 g), Cs2CO3 (13.8 mmol, 4.5 g) in a dioxane/water 4:1 mixture (18 ml) was heated at 100° C. for 14 hours, under argon atmosphere. The solvent was evaporated and the crude mixture was extracted between water and ethyl acetate. The solid residue was purified by chromatography over SiO2 eluting with hexane/ethyl acetate mixtures affording 3-methyl-5-nitro-2-phenylpyridine (0.95 g, yield 97%) as major product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08536165B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-6712a36184ac4dfaa445b8e584cf2b21 |
| 出典メモ | uspto-grants-2013_09 |