化工社化工社 化学情報印刷レポート · 研究参考用
Dichloromethane → 5-Bromo-2-(3-methoxyphenyl)pyridine
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 | 2,5-Dibromopyridine | HCID 69353 | — |
| 反応物 | (3-Methoxyphenyl)boronic acid | HCID 2734370 | — |
| 溶媒 | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| 生成物 | 2-Bromo-5-(3-methoxyphenyl)pyridine | HCID 15326155 | — |
| 生成物 | 5-Bromo-2-(3-methoxyphenyl)pyridine | HCID 49758519 | 43% |
反応手順
In a schlenck tube, a mixture of 2,5-dibromopyridine (2.11 mmol, 0.500 g), 3-methoxyphenylboronic acid (2.11 mmol, 0.321 g), PdCl2dppf.DCM (0.21 mmol, 0.172 g), Cs2CO3 (6.33 mmol, 2.063 g) in a dioxane/water 4:1 mixture (14.5 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 5-bromo-2-(3-methoxyphenyl)pyridine (0.242 g, yield 43%) as major product and 2-bromo-5-(3-methoxyphenyl)pyridine (0.039 g) as minor 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-3d31eae132414104885a110c6a7d5294 |
| 出典メモ | uspto-grants-2013_09 |