化工社化工社 化学情報印刷レポート · 研究参考用
Sodium Carbonate → 2,4-Dimethoxy-5-(6-methyl-pyridin-2-yl)-pyrimidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | 2-Bromo-6-methylpyridine | HCID 79205 | — |
| 反応物 | (2,4-Dimethoxypyrimidin-5-yl)boronic acid | HCID 2736209 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | 1-Propanol | HCID 1031 | — |
| 生成物 | 2,4-Dimethoxy-5-(6-methyl-pyridin-2-yl)-pyrimidine | HCID 58994162 | 47.7% |
反応手順
2,4-Di-methoxy-pyrimidine-5-boronic acid (500 mg, 2.72 mmol) was dissolved in degassed n-PrOH (40 mL) and then 2-bromo-6-methylpyridine (660 mg, 3.8 mmol), Na2CO3 (865 mg, 8.16 mmol), PPh3 (215 mg, 0.8 mmol) and Pd(OAc)2 (50 mg, 0.22 mmol) were added. The suspension was stirred at reflux for 4 hours. The solvent was evaporated and the crude was partitioned between water and Et2O. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (2-8) to give 300 mg of the title compound (47% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07727988B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-aee16765237f4c5d918624d6c4d3c6ad |
| 出典メモ | uspto-grants-2010_06 |