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Sodium Carbonate → 3-(2,4-Dimethoxy-pyrimidin-5-yl)-pyridine-2-carbonitrile
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 | 3-Bromopyridine-2-carbonitrile | HCID 817694 | — |
| 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 | 3-(2,4-Dimethoxy-pyrimidin-5-yl)-pyridine-2-carbonitrile | HCID 58994232 | 79.5% |
反応手順
2,4-Dimethoxy-pyrimidine-5-boronic acid (1 g, 5.46 mmol) was dissolved in degassed n-PrOH (30 ml) and then 2-cyano-3-bromopyridine (950 mg, 5.19 mmol), Na2CO3 (1.65 g, 15.56 mmol), PPh3 (393 mg, 1.5 mmol) and Pd(OAc)2 (114 mg, 0.51 mmol) were added. The suspension was stirred at reflux for 3 hours. After cooling, the solvent was evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase washed with brine, dried (Na2SO4) and evaporated. The residue was triturated with iPrOH to give 1 g of the title compound as a white powder (76% 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-479b3529179947c7ae9108e5afb47566 |
| 出典メモ | uspto-grants-2010_06 |