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-Ditert-butoxy-5-(3-methyl-2-thienyl)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-3-methylthiophene | HCID 84314 | — |
| 反応物 | (2,4-Di-tert-butoxypyrimidin-5-yl)boronic acid | HCID 2735950 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | 1-Propanol | HCID 1031 | — |
| 生成物 | 2,4-Ditert-butoxy-5-(3-methyl-2-thienyl)pyrimidine | HCID 4458613 | 32% |
反応手順
2,4-Di-tert-butoxy-pyrimidine-5-boronic acid (500 mg, 1.75 mmol) was dissolved in n-PrOH (5 mL) and then 2-bromo-3-methylthiophene (236 μl, 2.1 mmol), Na2CO3 (556 mg, 5.25 mmol), PPh3 (133 mg, 0.52 mmol) and Pd(OAc)2 (40 mg, 0.17 mmol) were added. The suspension was stirred at reflux for 2.5 hours. The solvent was evaporated and the crude was dissolved in water and extracted with Et2O. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-99) to give 170 mg of the title compound as a white solid (32% 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-6a27ead10db740a4ac7fefbba65f9c12 |
| 出典メモ | uspto-grants-2010_06 |