化工社化工社 化学情報印刷レポート · 研究参考用
Potassium Carbonate → 5-Chloro-3-(4-chlorophenyl)-2-fluoropyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 4-Chlorophenylboronic acid | HCID 74299 | — |
| 反応物 | 3-Bromo-5-chloro-2-fluoropyridine | HCID 40427010 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 5-Chloro-3-(4-chlorophenyl)-2-fluoropyridine | HCID 66678596 | 95.7% |
反応手順
A mixture of 3-bromo-5-chloro-2-fluoro-pyridine, (CAN 884494-87-5; 2.0 g, 9.50 mmol), 4-chlorophenylboronic acid (CAN 1679-18-1; 1.5 g, 9.50 mmol); tetrakis(triphenylphoshine)-palladium (0.55 g, 0.48 mmol) and potassium carbonate (2.6 g, 19 mmol) in water (50 mL) and THF (50 mL) was heated at reflux temperature for 18 h. The reaction mixture was cooled, diluted with ethyl acetate, phases were separated and the water phase was extracted with ethyl acetate. The organic phases were pooled, dried with MgSO4 and the solvent was removed in vacuo. The residue was purified by column chromatography (on silica gel with a gradient of heptane to heptane:ethyl acetate=9:1 to yield the title product (2.2 g, 95%) as white solid; MS (ESI): 241.0 (M)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08410107B2 |
| 出典データセット | uspto-grants-2013_04 |
| ORD ID | ord-8ca50a4a9a884077924a13b824a73225 |
| 出典メモ | uspto-grants-2013_04 |